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Nucleophilic Heterocyclic Carbene Catalyzed Annulation of Enals to Chalcones in Methanol: A Stereoselective Synthesis of Highly Functionalized Cyclopentanes

Organic LettersPublished 18 May 2009
Vijay Nair, Beneesh P. Babu, Sreekumar Vellalath, Vimal Varghese, Anabha E. Raveendran, Eringathodi Suresh
Citations81
SJR quartileQ1
SJR score1.24
SNIP1.03

Abstract

Homoenolates generated from enals by nucleophilic heterocyclic carbene (NHC) catalysis undergo annulation with chalcones in methanol to afford methyl beta-hydroxycyclopentanecarboxylates, stereoselectively. Construction of four contiguous stereocenters in a stereoselective manner is noteworthy.

Keywords

Chemistry