Highly enantioselective conjugate addition of ketones to alkylidene malonates catalyzed by a pyrrolidinyl-camphor-derived organocatalyst

Dhananjay R. Magar, Chihliang Chang, Ying Fang Ting, Kwunmin Chen

Research output: Contribution to journalArticle

31 Citations (Scopus)

Abstract

Pyrrolidinyl-camphor derivatives have been proven to be efficient organocatalysts for enantioselective conjugate addition of ketones to alkylidene malonates, affording high chemical yields (up to 95 %) of the corresponding products with high to excellent levels of diastereoselectivity (up to >99:1 dr) and enantioselectivity (up to 96%ee) under solvent-free reaction conditions at ambient temperature.

Original languageEnglish
Pages (from-to)2062-2066
Number of pages5
JournalEuropean Journal of Organic Chemistry
Issue number11
DOIs
Publication statusPublished - 2010 Apr 1

Fingerprint

Malonates
alkylidene
Camphor
camphor
Enantioselectivity
Ketones
ketones
ambient temperature
Derivatives
products
Temperature

Keywords

  • Diesters
  • Enantioselectivity
  • Ketones
  • Lactones
  • Michael addition
  • Organocatalysis

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Highly enantioselective conjugate addition of ketones to alkylidene malonates catalyzed by a pyrrolidinyl-camphor-derived organocatalyst. / Magar, Dhananjay R.; Chang, Chihliang; Ting, Ying Fang; Chen, Kwunmin.

In: European Journal of Organic Chemistry, No. 11, 01.04.2010, p. 2062-2066.

Research output: Contribution to journalArticle

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