Organocatalytic enantioselective cascade michael-aldol condensation reactions: Efficient assembly of densely functionalized chiral cyclopentenes

Jian Wang, Hao Li, Hexin Xie, Liansuo Zu, Xu Shen, Wei Wang

Research output: Contribution to journalArticlepeer-review

90 Scopus citations

Abstract

(Chemical Equation Presented) A cascade of possibility: A novel and highly enantioselective cascade Michael-aldol condensation reaction of α,β-unsaturated aldehydes with dimethyl malonate aldehyde has been developed. The process, efficiently catalyzed by a simple chiral diphenylprolinol TES ether, serves as a powerful approach to the preparation of highly functionalized chiral cyclopentenes with the formation of two new C-C bonds. TES = triethylsilyl.

Original languageEnglish (US)
Pages (from-to)9050-9053
Number of pages4
JournalAngewandte Chemie - International Edition
Volume46
Issue number47
DOIs
StatePublished - 2007
Externally publishedYes

Keywords

  • Aldehydes
  • Cascade reactions
  • Cyclopentenes
  • Michael-aldol reaction
  • Organocatalysis

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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