4.8 Article

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

Journal

ORGANIC LETTERS
Volume 11, Issue 12, Pages 2507-2510

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol900571x

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Funding

  1. Department of Science and Technology (DST), New Delhi
  2. Council of Scientific and Industrial Research (CSIR), New Delhi

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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.

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