Recent Advances in the Total Synthesis of Piperidine and Pyrrolidine Natural Alkaloids with Ring‐Closing Metathesis as a Key Step
European Journal of Organic ChemistryPublished 16 September 2003
François‐Xavier Felpin, Jacques Lebreton
Citations436
SJR quartileQ2
SJR score0.56
SNIP0.59
Generate an AI Snapshot to get a quick, structured summary of this paper.
Study Snapshot
ObjectiveStudy objective
MethodsResearch methodology
PopulationPopulation studied
Sample sizeSample sizes
OutcomesStudy outcomes here
ResultsStudy results comes here
LimitationsResearch study limitations comes here
A concise AI-generated summary of the paper will appear here once you click Generate AI Snapshot.
Abstract
Abstract This microreview focuses on recent applications of the ring‐closing metathesis reaction (RCM) to construct piperidine and pyrrolidine cores for the total synthesis of natural alkaloids. The most recent examples are described, from simple piperidine alkaloids to complex pentacyclic structures such as (+)‐tabersonine. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)
Keywords
ChemistryBiochemistry, Genetics and Molecular Biology
Organic LettersSynthesis and Activity of a New Generation of Ruthenium-Based Olefin Metathesis Catalysts Coordinated with 1,3-Dimesityl-4,5-dihydroimidazol-2-ylidene Ligands
3,421 Citations1999Matthias Scholl, Sheng Ding +2 more
These air- and water-tolerant complexes were shown to exhibit an increased ring-closing metathesis activity at elevated temperature when compared to that of the parent complex 2 and the previously developed complex 3.
TetrahedronRecent advances in olefin metathesis and its application in organic synthesis
2,090 Citations1998Robert H. Grubbs, Sukbok Chang
Angewandte Chemie International EditionOlefin Metathesis and Beyond
1,928 Citations2000Alois Fürstner
It will be shown that metathesis is by no means restricted to alkenes as substrates, and some comments on metatheses reactions following unconventional mechanistic pathways will also be presented.
The Journal of AntibioticsRapamycin (AY-22,989), a new antifungal antibiotic. I. Taxonomy of the producing streptomycete and isolation of the active principle.
1,656 Citations1975Claude Vézina, ALICIA KUDELSKI +1 more
From its characteristic ultraviolet absorption spectrum rapamycin can be classified as a triene and its activity is compared with that of amphotericin B, candicidin and nystatin.
Accounts of Chemical ResearchRing-Closing Metathesis and Related Processes in Organic Synthesis
1,030 Citations1995Robert H. Grubbs, Scott J. Miller +1 more
Tetrahedron AsymmetrySugar-mimic glycosidase inhibitors: natural occurrence, biological activity and prospects for therapeutic application
1,002 Citations2000Naoki Asano, Robert J. Nash +2 more
The structural basis for the specificity of inhibition of alkaloidal sugar mimics and their current and potential application to biomedical problems will be reviewed.
Angewandte Chemie International Edition in EnglishOlefin Metathesis in Organic Chemistry
896 Citations1997Matthias Schuster, Siegfried Blechert
PhytochemistryPolyhydroxylated alkaloids — natural occurrence and therapeutic applications
701 Citations2001Alison A. Watson, George W. J. Fleet +3 more
Over one hundred polyhydroxylated alkaloids have been isolated from plants and micro-organisms, and only three of the natural products so far have been widely studied for therapeutic potential due largely to the limited commercial availability of the other compounds.
Journal of the American Chemical SocietyWell-Defined Ruthenium Olefin Metathesis Catalysts: Mechanism and Activity
662 Citations1997Eric L. Dias, SonBinh T. Nguyen +1 more
Journal of the Chemical Society Perkin Transactions 1Ring closing diene metathesis in organic synthesis
563 Citations1998Susan K. Armstrong
Journal of the American Chemical SocietyStructure of FK506, a novel immunosuppressant isolated from Streptomyces
514 Citations1987Hirokazu Tanaka, Akio Kuroda +6 more
Angewandte Chemie International EditionSynthesis of Medium-Sized Rings by the Ring-Closing Metathesis Reaction
503 Citations2000Martin E. Maier
Bioorganic & Medicinal ChemistryCarbohydrate mimetics-based glycosyltransferase inhibitors
329 Citations2001Philippe Compain, Olivier R. Martin
The purpose of this account is to foster a synergy between the two expanding research areas of glycomimetics and glycosyltransferases.
Chemical CommunicationsAsymmetric routes to substituted piperidines
328 Citations1998Patrick D. Bailey, Paula A. Millwood +1 more
Organic LettersA Diastereoselective Synthesis of 2,4-Disubstituted Piperidines: Scaffolds for Drug Discovery
312 Citations2000Paul S. Watson, Bin Jiang +1 more
A method for the diastereoselective synthesis of 2,4-disubstituted piperidines has been developed which enables the complete control of reaction selectivity merely by changing the order of the reaction sequence.
Chemistry - A European JournalCatalytic Asymmetric Olefin Metathesis
309 Citations2001Amir H. Hoveyda, Richard R. Schrock
This paper provides a survey of the first examples of efficient catalytic enantioselective olefin metathesis reactions, allowing access to myriad optically enriched compounds that are otherwise difficult to access.
Journal of the American Chemical SocietyLiving ring-opening metathesis polymerization of 2,3-difunctionalized 7-oxanorbornenes and 7-oxanorbornadienes by Mo(CHCMe2R)(NC6H3-iso-Pr2-2,6)(O-tert-Bu)2 and Mo(CHCMe2R)(NC6H3-iso-Pr2-2,6)(OCMe2CF3)2
301 Citations1991Guillermo C. Bazan, John H. Oskam +3 more
Journal of the American Chemical SocietyAn Efficient Approach to <i>Aspidosperma </i>Alkaloids via [4 + 2] Cycloadditions of Aminosiloxydienes: Stereocontrolled Total Synthesis of (±)-Tabersonine. Gram-Scale Catalytic Asymmetric Syntheses of (+)-Tabersonine and (+)-16-Methoxytabersonine. Asymmetric Syntheses of (+)-Aspidospermidine and (−)-Quebrachamine
284 Citations2002Sergey A. Kozmin, Tetsuo Iwama +2 more
The approach differs strategically from previous routes and contains built-in flexibility necessary to access many other members of the Aspidosperma family of indole alkaloids, which is readily adapted to the asymmetric synthesis of these compounds.
Journal of the American Chemical SocietyTandem Ring Opening−Ring Closing Metathesis of Cyclic Olefins
251 Citations1996William J. Zuercher, Masakazu Hashimoto +1 more
The Journal of Organic ChemistryTotal Synthesis and Structural Refinement of the Cyclic Tripyrrole Pigment Nonylprodigiosin
154 Citations1999Alois Fürstner, Jaroslaw Grabowski +1 more
X-ray data of product 18 suggest that the tautomeric form B properly describes the electron distribution within the heteroaromatic segment of this alkaloid, in which the central ring constitutes the azafulvene unit of the pyrrolylpyrromethene chromophore.
Organic LettersAn Imine Addition/Ring-Closing Metathesis Approach to the Spirocyclic Core of Halichlorine and Pinnaic Acid
147 Citations2000Dennis L. Wright, James P. Schulte +1 more
Tetrahedron LettersRuthenium-catalyzed ring closing olefin metathesis of non-natural α-amino acids
139 Citations1997Floris P. J. T. Rutjes, Hans E. Schoemaker
The Journal of Organic ChemistryOptically Active Total Synthesis of Clavicipitic Acid
138 Citations1995Yuusaku Yokoyama, Toshifumi Matsumoto +1 more
The Journal of Organic ChemistryEfficient Enantiomeric Synthesis of Pyrrolidine and Piperidine Alkaloids from Tobacco
130 Citations2001François‐Xavier Felpin, Sandrine Girard +4 more
An enantiomeric synthesis of six piperidine and pyrrolidine alkaloids, known as natural products in tobacco, was established from a common chiral homoallylic (S)-3-(1-azido-but-3-enyl)-pyridine 15.
SynlettNitrogen Heterocycles From Furans: The Aza-Achmatowicz Reaction
116 Citations1998Marco A. Ciufolini, Cynthia Y. W. Hermann +4 more
Journal of the American Chemical SocietyEnantioselective Synthesis of Tetraponerines by Pd- and Ru-Catalyzed Domino Reactions
107 Citations2000Roland Stragies, Siegfried Blechert
The Journal of Organic ChemistryAsymmetric Synthesis of (−)-Swainsonine, (+)-1,2-Di-<i>epi</i>-swainsonine, and (+)-1,2,8-Tri-<i>epi</i>-swainsonine
104 Citations2002Karl B. Lindsay, Stephen G. Pyne
The asymmetric synthesis of (-)-swainsonine via a nonchiral pool route that involves the Sharpless epoxidation to induce chirality is reported.
TetrahedronRing-closing olefin meta thesis for the synthesis of fused nitrogen heterocycles
103 Citations1996Stephen F. Martin, Hui-Ju Chen +5 more
The Journal of Organic ChemistryA New Approach to (−)-Swainsonine by Ruthenium-Catalyzed Ring Rearrangement
100 Citations2002Nicole Buschmann, Anke Rückert +1 more
A new enantioselective synthesis of the idolizidine alkaloid (-)-swainsonine 1 in 40% overall yield starting from the known oxazolidinone 6 is described.
The Journal of Organic ChemistryEnantioselective Allyltitanations and Metathesis Reactions. Application to the Synthesis of Piperidine Alkaloids (+)-Sedamine and (−)-Prosophylline
97 Citations2002Janine Cossy, Catherine Willis +2 more
An enantioselective synthesis of the piperidine alkaloids (+)-sedamine and (-)-prosophylline is reported and the key steps are enantiOSElective allyltitanation reactions and ring-closing or cross-metathesis reactions.
The Journal of Organic ChemistryAsymmetric Syntheses of Fused Bicyclic Lactams
88 Citations2001Sung H. Lim, Sunghoon Ma +1 more
European Journal of Organic ChemistrySynthesis Mediated by Ring-Closing Metathesis – Applications in the Synthesis of Azasugars and Alkaloids
86 Citations1999Upendra K. Pandit, Herman S. Overkleeft +2 more
Tetrahedron LettersCatalytic asymmetric synthesis of a functionalized indolizidine derivative. A useful intermediate suitable for the synthesis of various glycosidase inhibitors
85 Citations1993Seiji Nukui, Mikiko Sodeoka +1 more
Tetrahedron LettersAza-[2,3]-Wittig rearrangements of vinylaziridines as a novel entry to indolizidine alkaloids. Enantioselective total synthesis of indolizidine 209D
83 Citations1995Jens Åhman, Peter Somfai
Tetrahedron LettersSequential and cascade olefin metathesis — intramolecular Heck reaction
75 Citations1998Ronald Grigg, Visuvanathan Sridharan +1 more
Organic LettersA Diastereocontrolled Synthesis of (+)-Febrifugine: A Potent Antimalarial Piperidine Alkaloid
75 Citations2000Takahiko Taniguchi, Kunio Ogasawara
A diastereocontrolled synthesis of (+)-febrifugine, a potent antimalarial piperidine alkaloid, has been achieved using a chiral block having a bicyclo[3.2.1]octane framework which exhibits inherent convex-face selectivity.
Tetrahedron AsymmetryFirst total synthesis of (+)-hyacinthacine A2
72 Citations2001Lauriane Rambaud, Philippe Compain +1 more
Tetrahedron AsymmetryAsymmetric synthesis of fagomine and its congeners
72 Citations2001Yasunori Banba, Chiemi Abe +4 more
Tetrahedron AsymmetryA short and concise synthetic route to (−)-coniceine
72 Citations2001So Hyun Park, Hyun Jung Kang +3 more
TetrahedronTotal synthesis of (−)-halosaline by a ruthenium-catalyzed ring rearrangement
70 Citations1999Roland Stragies, Siegfried Blechert
TetrahedronPalladium catalysed tandem cyclisation - anion capture processes. Part 2. Cyclisation onto alkynes or allenes with hydride capture
69 Citations1996Ronald Grigg, Vani Loganathan +4 more
A wide range of palladium catalysed regio- and stereo-specific 5-, 6- and 7-exo-dig mono-, bis- and tris-cyclisation processes of aryl and vinyl halides and allylic acetates are described.
Chemical CommunicationsAsymmetric synthesis of indolizidine alkaloids by ring-closing–ring-opening metathesis
65 Citations2000Huib Ovaa, Gijs A. van der Marel +3 more
Angewandte Chemie International EditionThe Total Synthesis of Coleophomones B and C
64 Citations2002K. C. Nicolaou, Georgios Vassilikogiannakis +1 more
The total synthesis of coleophomone B (2), C (3), and D (4) confirmed that it exists as a dynamic mixture of isomeric forms with a different aromatic substitution pattern from the other family members.
Tetrahedron LettersStraightforward entry to the pipecolic acid nucleus. Enantioselective synthesis of baikiain
60 Citations2002Xavier Ginesta, Miquel À. Pericàs +1 more
SynlettRing Closing Metathesis for the Asymmetric Synthesis of (S)-Homopipecolic Acid, (S)-Homoproline and (S)-Coniine
60 Citations2002Stephen G. Davies, Keiji Iwamoto +3 more
Tetrahedron LettersEnhanced trans diastereoselection in the allylation of cyclic chiral N-acyliminium ions. Synthesis of hydroxylated indolizidines
59 Citations2001Clécio F. Klitzke, Ronaldo A. Pilli
Tetrahedron LettersMetathesis of aniline and 1,2-dihydroquinoline derivatives
58 Citations1999Paul Evans, Ronald Grigg +1 more
Chemical and Pharmaceutical BulletinConstruction of Chiral 1,2-Cycloalkanopyrrolidines from L-Proline Using Ring Closing Metathesis (RCM).
53 Citations2000Mitsuhiro Arisawa, Maki Takahashi +5 more
An efficient synthetic method for the preparation of optically active pyrroloazocine, pyrrolloazepine, quinolizidine, indolIZidine using ring closing olefin metathesis (RCM) is described.
Tetrahedron LettersA ring-closing olefin metathesis approach to bridged azabicyclic structures
52 Citations2002Christopher E. Neipp, Stephen F. Martin
The Journal of Organic ChemistryTotal Synthesis of (+)-Dihydrocuscohygrine and Cuscohygrine
51 Citations2002Christian Stapper, Siegfried Blechert
The first enantioselective synthesis of (+)-dihydrocuscohy Grine 1 and cuscohygrine 2 is presented and the unknown absolute configuration of natural dihydrocus cohygrines 1 could be determined as (S,S)-(-).
Tetrahedron LettersSynthesis of the azatricyclic core of FR901483 by bridgehead vinylation via an anti-Bredt iminium ion
49 Citations2001Hidetaka Suzuki, Naoki Yamazaki +1 more
Tetrahedron LettersTotal synthesis of the coccinellid alkaloid (−)-adalinine and the assignment of its absolute configuration
48 Citations1999Naoki Yamazaki, Toshimasa Ito +1 more
The Journal of Organic ChemistryTotal Synthesis of (−)- and (+)-Lentiginosine
47 Citations2002Kusum L. Chandra, M. Chandrasekhar +1 more
The chiral stationary phase of (-)-lentiginosine was synthesized from D-mannitol using highly stereoselective reactions and the chiral phase was synthesised from L-tartaric acid.
Organic LettersAsymmetric Synthesis of (−)-Adaline
46 Citations2002Toshimasa Itoh, Naoki Yamazaki +1 more
Organic LettersA Concise Enantioselective Entry to the Synthesis of Deoxy-azasugars
46 Citations1999Rubén Martı́n, Albert Moyano +2 more
SynthesisEnantioselective Synthesis of α,α′-Disubstituted Piperidines via Ruthenium-Catalyzed Ring Rearrangement
45 Citations2000Ulrike Voigtmann, Siegfried Blechert
Journal of the Chemical Society Perkin Transactions 1Highly stereocontrolled total synthesis of (+)-bengamide E
45 Citations1995Chisato Mukai, Sameh M. Moharram +2 more
Organic LettersSynthesis of Two Conformationally Constrained Analogues of the Minor Tobacco Alkaloid Anabasine
44 Citations2000Stefan B. Lindström, Lena Ripa +1 more
A series of palladium-catalyzed reactions, where an intramolecular cyclization constituted a key reaction, were utilized for the preparation of the two target compounds.
Tetrahedron LettersTotal synthesis of optically active chanoclavine-I
44 Citations1996Yuusaku Yokoyama, Kazuhiro Kondo +2 more
Tetrahedron LettersA new and efficient synthesis of (−)-indolizidine 167B by tandem metathesis
42 Citations2002Jan Zaminer, Christian Stapper +1 more
Journal of the Chemical Society Perkin Transactions 1Chiral oxime ethers in asymmetric synthesis. Part 5.1 Asymmetric synthesis of 2-substituted 5- to 8-membered nitrogen heterocycles by oxime addition–ring-closing metathesis
41 Citations2002James C. A. Hunt, Pierre Laurent +1 more
Organic LettersVariable and Stereoselective Synthesis of Azasugar Analogues by a Ruthenium-Catalyzed Ring Rearrangement
40 Citations2000Ulrike Voigtmann, Siegfried Blechert
A novel ruthenium-catalyzed ring opening/ring closing tandem metathesis reaction with a catalytic transfer of stereocenters from a ring to an olefinic chain is described.
The Journal of Organic ChemistryEnantiospecific Synthesis of Annulated Nicotine Analogues from <scp>d</scp>- and <scp>l</scp>-Glutamic Acid. Pyridotropanes
40 Citations2000Sean Turner, Hongbin Zhai +1 more
The conformationally restricted nicotinoid 1-methyl-8-azabicyclo[3.2.1]octano[2,3-c]pyridine, pyrido[3,4-b]tropane, has been prepared enantiospecifically from both d- and l-glutamic acid.
The Journal of Organic ChemistryRing-Closing Metathesis of Chiral Allylamines. Enantioselective Synthesis of (2<i>S</i>,3<i>R</i>,4<i>S</i>)-3,4-Dihydroxyproline
39 Citations2002Rubén Martı́n, M.J Alcón +2 more
The ring-closing metathesis of two types of unsaturated chiral allylamines III, easily available from enantiomerically enriched epoxy alcohols, has been studied and their synthetic potential has been demonstrated by the enantioselective synthesis of (2S,3R,4S)-3,4-dihydroxyproline.
Tetrahedron LettersSynthesis of (−)-β conhydrine and analogues using N-Boc-2-acyl oxazolidine methodology and ring closing metathesis
37 Citations2000Claude Agami, François Couty +1 more
Tetrahedron LettersA general route for the synthesis of enantiopure indolizidine alkaloids from α-amino acids. Total synthesis of (+)-Monomorine
36 Citations1993Steven R. Angle, J. Guy Breitenbucher
Chemical CommunicationsA ring-closing metathesis-mediated route to novel enantiopure conformationally restricted cyclic amino acids
36 Citations2000Kim C. M. F. Tjen, Sape S. Kinderman +3 more
A combination of palladium-Catalysed N,O-acetal formation, ruthenium-catalysed ring-closing metathesis and N-sulfonyliminium ion-mediated C–C bond formation constitutes an efficient and versatile route to a set of enantiomerically pure 2,6-disubstituted unsaturated pipecolic acid derivatives.
Tetrahedron LettersNovel entry to the Ergot alkaloids via ring closing metathesis
35 Citations2001Katherine L. Lee, Jane Betty Goh +1 more
Journal of Medicinal ChemistrySynthesis and biological activities of angiotensin II, sarilesin, and sarmesin analogs containing Aze or Pip at position 7
34 Citations1993John Matsoukas, George Agelis +7 more
Nuclear Overhauser effect (NOE) spectroscopy studies of [Sar1,Aze7]ANGII in DMSO-d6 have indicated a clustering of the three aromatic rings (Tyr, His, Phe) and proximity of Sar C alpha and Arg C delta protons to the Tyr/Phe ring protons.
The Journal of Organic ChemistryAsymmetric Synthesis of a C-3 Substituted Pipecolic Acid
34 Citations2000Andrew J. Souers, Jonathan A. Ellman
Chemical CommunicationsNew entry for asymmetric deoxyazasugar synthesis: syntheses of deoxymannojirimycin, deoxyaltrojirimycin and deoxygalactostatin
34 Citations1999Koji Asano, Toshikazu Hakogi +2 more
Deoxyazasugars such as deoxymannojirimycin, deoxyaltrojirIMycin and deoxygalactostatin were stereoselectively synthesized starting from (R)-(+)-4-methoxycarbonyloxazolidinone via a bicyclic oxazolidinylpiperidine as a common synthetic intermediate.
Organic LettersSynthesis of <i>trans</i>-(3<i>S</i>)-Amino-(4<i>R</i>)-alkyl- and -(4<i>S</i>)-Aryl-piperidines via Ring-Closing Metathesis Reaction
34 Citations2002Xiaoyan Hu, Nick K. Kim +1 more
Tetrahedron LettersA short and efficient synthesis of unnatural (R)-nicotine
33 Citations2000Sandrine Girard, Richard J. Robins +2 more
Tetrahedron AsymmetryAsymmetric syntheses of N-acetyl-(R)-coniine and N-Boc-(2R,6R)-solenopsin A via ring-closing metathesis
33 Citations2001R. Kumareswaran, Alfred Häßner
TetrahedronN -Boc-2-acyl oxazolidine methodology combined with ring-closing metathesis: a new approach towards the enantioselective synthesis of α-(1-hydroxyalkyl) nitrogen heterocycles
32 Citations2001Claude Agami, François Couty +1 more
Tetrahedron LettersA chiral synthesis of (−)-cannabisativine: an application of the highly diastereo-selective hetero Diels-Alder reaction
32 Citations1991Tatsuo Hamada, Tatsuya Zenkoh +2 more
Tetrahedron LettersSynthesis of (2 R ,4 R )- and (2 S ,4 S )-4-hydroxypipecolic acid derivatives and (2 S ,4 S )-(−)-SS20846A
31 Citations2001M. Sabat, Carl R. Johnson
BiochemistryDesign of Potent Bivalent Thrombin Inhibitors Based on Hirudin Sequence: Incorporation of Nonsubstrate-Type Active Site Inhibitors
30 Citations1994Yuko Tsuda, Mirosław Cygler +5 more
The crystal structure of the inhibitor in complex with human alpha-thrombin showed that dansyl, Arg, and D-pipecolic acid of the active site blocking moiety occupy S3, S2, and S2 subsites of thrombin, respectively, and were therefore designated as P3, P1, and P2 residues.
Tetrahedron LettersA new route to C-glycosylidene compounds mediated by olefin metathesis
30 Citations1999Olivier Dirat, Thierry Vidal +1 more
Tetrahedron LettersSynthesis of oxazolidinyl azacycles via ring-closing olefin metathesis: a practical entry to the synthesis of deoxy-azasugars and hydroxypyrrolizidines
29 Citations2001Thangaiah Subramanian, Chang‐Ching Lin +3 more
SynthesisAsymmetric Total Synthesis of (+)-2-epi-Deoxoprosopinine
29 Citations2000Dieter Enders, Jan H. Kirchhoff
TetrahedronRuthenium catalyzed ring rearrangement: a rapid entry to substituted aza- and oxacycles
28 Citations2002Huib Ovaa, Christian Stapper +4 more
Journal of Organometallic ChemistrySynthesis of (−)-coniine and (−)-pipecoline using ruthenium catalyzed ring closing metathesis
28 Citations2001Kandasamy Pachamuthu, Yashwant D. Vankar
Tetrahedron LettersRing closing metathesis of phenyl-substituted dienes
28 Citations1999Murielle Bujard, Anne Briot +2 more
Journal of the Chemical Society Perkin Transactions 1Chiral oxime ethers in asymmetric synthesis. Part 4. Asymmetric synthesis of N-protected amines and β-amino acids by the addition of organometallic reagents to ROPHy/SOPHy-derived aldoximes
26 Citations1999James C. A. Hunt, Cephas Lloyd +3 more
Tetrahedron LettersPractical synthesis of optically active bicyclic oxazolidinylpiperidines, chiral building blocks for preparing 1-deoxyazasugars, from serine
26 Citations1999Masaaki Shirai, Sentaro Okamoto +1 more
Bioorganic & Medicinal Chemistry LettersDesign of MHC class II (DR4) ligands using conformationally restricted imino acids at p3 and p5
24 Citations1996Gunnar J. Hanson, Jennifer L. Vuletich +6 more
High potency synthetic ligands were designed for rheumatoid arthritis linked Class II MHC, DR4 Dw4 using isosteric replacements at the p1 and p7 positions and conformational restriction with imino acids pipecolic acid (Pec) and proline at the solvent exposed residues p3 and p5.
Tetrahedron LettersRing closing metathesis reactions of isoquinoline and β-carboline enamines
24 Citations2000Paul Evans, Ronald Grigg +1 more
European Journal of Organic ChemistryTotal Synthesis of (−)-4a,5-Dihydrostreptazolin
23 Citations2001Janine Cossy, Isabelle Pévet +1 more
European Journal of Organic ChemistryEnantioselective Synthesis of (−)-Anaferine Dihydrochloride by a Ruthenium-Catalysed Tandem Ring Rearrangement Metathesis
22 Citations2002Siegfried Blechert, Christian Stapper
Tetrahedron LettersEfficient access to chiral trans-2,6-dialkyl-1,2,5,6-tetrahydropyridines via allylation of chiral imines and ring-closing metathesis
22 Citations2003François‐Xavier Felpin, Jacques Lebreton
Tetrahedron AsymmetryAsymmetric synthesis of cyclic α-amino acids (−)-baikiain and (−)-4-methyleneproline from (S)-Boc-BMI
22 Citations1997Ángel Mazón, Carmén Nájera
Tetrahedron LettersAsymmetrized tris(hydroxymethyl)methane as precursor of iminosugars: application to the synthesis of isofagomine
21 Citations2003Giuseppe Guanti, Renata Riva
Tetrahedron LettersNovel tandem ring-opening/ring-closing metathesis reactions of functionalized cyclohexenoids derived from (−)-α-pinene
15 Citations2002Goverdhan Mehta, Jayakrishnan Nandakumar
…