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

ArticleinOrganic Letters 11(12):2507-10 · June 2009with16 Reads
Impact Factor: 6.36 · DOI: 10.1021/ol900571x · Source: PubMed

    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.