Diastereofacial selectivity in the 1,3-dipolar cycloaddition of chiral azomethine ylides
Tetrahedron LettersPublished 1 December 1991
Pierre Deprez, Jacques Rouden, A. Chiaroni, C. Riche, Jacques Royer, Henri‐Philippe Husson
Citations17
SJR quartileQ3
SJR score0.33
SNIP0.43
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
Diastereofacial stereoselectivity in the cycloaddition of azomethine ylides obtained from N-methoxycarbonylmethyloxazolidine 4 with N-phenylmaleimide is studied relative to R1 and R2 groups borne by the chiral auxiliary moiety.
Keywords
Chemistry
Journal of the American Chemical SocietyEnantioselective synthesis of (-)-kainic acid
73 Citations1988Seiichi Takano, Takumichi Sugihara +2 more
TetrahedronDiastereofacial selectivity in azomethine ylide cycloaddition reactions derived from chiral α-cyanoaminosilanes
68 Citations1985Albert Padwa, Yon-Yih Chen +2 more
Bulletin of the Chemical Society of JapanSimple Generation of Ester-Stabilized Azomethine Ylides from 2-Amino Esters and Carbonyl Compounds. Stereochemistry of Their Cycloadditions
51 Citations1987Otohiko Tsuge, Shuji Kanemasa +4 more
Tetrahedron LettersMetal ion catalysed asymmetric 1,3-dipolar cycloaddition reactions of imines of α-amino esters
48 Citations1990D. A. Barr, M. J. R. DORRITY +5 more
The Journal of Organic ChemistryAn asymmetric approach to naphthyridinomycin and quinocarcin via a remarkably selective intramolecular 1,3-dipolar cycloaddition reaction
42 Citations1989Philip Garner, K. Sunitha +4 more
Tetrahedron LettersAn approach to the 3,8-diazabicyclo[3.2.1]octane moiety of naphthyridinomycin and quinocarcin via 1,3-dipolar cycloaddition of photochemically generated azomethine ylides.
40 Citations1988Philip Garner, K. Sunitha +1 more
Tetrahedron LettersAsymmetric 1,3-dipolar cycloadditions of azomethine ylides with a chiral electron-deficient olefinic dipolarophile
36 Citations1990Shuji Kanemasa, Hidetoshi Yamamoto
Chemistry LettersThe First Asymmetric 1,3-Dipolar Cycloaddition of 1-Methyl-3-oxidopyridinium and (<i>R</i>)s-<i>p</i>-Tolyl Vinyl Sulfoxide. An Enantioselective Synthesis of (1<i>S</i>)-(−)-2α-Tropanol
34 Citations1989Tamiko Takahashi, Kazuyoshi Kitano +3 more
The Journal of Organic ChemistryStereoselective 1,3-dipolar cycloadditions of photochemically generated azomethine ylides to Oppolzer's chiral acryloyl sultam. An asymmetric approach to quinocarcin
33 Citations1990Philip Garner, Wen Bin Ho
Tetrahedron LettersAsymmetric synthesis XVII : Facile generation of a chiral azomethine ylide via the CN(R,S) method
26 Citations1989Jacques Rouden, Jacques Royer +1 more
Chemistry LettersStable Configuration of Ester-Stabilized Azomethine Ylides. Stabilization of <i>anti</i>-Form by 1,5-Dipolar Interaction and of <i>syn</i>-Form by Hydrogen Bonding
19 Citations1986Otohiko Tsuge, Shuji Kanemasa +4 more
N-substituted azomethine ylides derived from N-subStituted 2-aminoacetates and carbonyl compounds undergo cycloaddition with olefinic dipolarophiles predominantly in anti forms, while N-protonated (or N-unsubst ituted) azometHine y lides generated from 2-iminoacetate ylide exclusively in syn forms are generated.
SynthesisSynthesis of Highly Functionalized 3-(3-Pyridyl)pyrrolidine and 3-(3-Pyridyl)pyrroles
10 Citations1991Pierre Deprez, Jacques Royer +1 more