Synthesis of highly functionalized chiral cyclopentanes by catalytic enantio- and diastereoselective double Michael addition reactions

Liansuo Zu, Hao Li, Hexin Xie, Jian Wang, Wei Jiang, Yun Tang, Wei Wang

Research output: Contribution to journalArticlepeer-review

130 Scopus citations

Abstract

(Chemical Equation Presented) Do a double take: A novel highly enantio-and diastereoselective cascade double Michael reaction, in which two C-C bonds and three contiguous stereogenic centers are formed, has been developed. The one-pot process, which was efficiently catalyzed by the chiral diphenylprolinyl trimethylsilyl (TMS) ether, is a facile approach to synthetically useful chiral cyclopentanes (see scheme).

Original languageEnglish (US)
Pages (from-to)3732-3734
Number of pages3
JournalAngewandte Chemie - International Edition
Volume46
Issue number20
DOIs
StatePublished - 2007
Externally publishedYes

Keywords

  • Aldehydes
  • Cyclopentanes
  • Domino reactions
  • Michael addition
  • Organocatalysis

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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