Enantioselective organocatalytic Michael Addition of ketones to alkylidene malonates

Siang En Syu, Chan Hui Huang, Ko Wei Chen, Chia Jui Lee, Utpal Das, Yeong Jiunn Jang, Wenwei Lin*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

5 Citations (Scopus)


Organocatalysts bearing sulfide or sulfone functions () were studied for the direct asymmetric Michael addition of ketones and alkylidene malonates. The organocatalyst (S)-2-((naphthalen-2-ylthio)methyl)pyrrolidine, bearing a pyrrolidine and a sulfide moiety, showed a very high catalytic activity in the absence of additives. The reaction condition is mild, and the Michael adducts were obtained in very good enantioselectivities (up to 96%), diastereoselectivities (up to >95:5), and chemical yields (up to 95%). Chirality 24:600-605, 2012. © 2012 Wiley Periodicals, Inc.

Original languageEnglish
Pages (from-to)600-605
Number of pages6
Issue number8
Publication statusPublished - 2012 Aug


  • alkylidene malonate
  • ketones
  • Michael addition
  • organocatalysis
  • stereoselectivity

ASJC Scopus subject areas

  • Analytical Chemistry
  • Catalysis
  • Pharmacology
  • Drug Discovery
  • Spectroscopy
  • Organic Chemistry


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