A highly stereoselective hydrogen-bond-mediated Michael-Michael cascade process through dynamic kinetic resolution

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

Research output: Contribution to journalArticlepeer-review

175 Scopus citations

Abstract

(Chemical Equation Presented) Oh Mickey, you're so fine: The title reaction, which is efficiently catalyzed by a cinchona alkaloid thioure affords direct access to thiochromanes in high efficiency. The reaction features a new activation mode of organocatalytic dynamic kinetic resolution involving a Michael-retro-Michael-Michael-Michael cascade.

Original languageEnglish (US)
Pages (from-to)4177-4179
Number of pages3
JournalAngewandte Chemie - International Edition
Volume47
Issue number22
DOIs
StatePublished - May 19 2008
Externally publishedYes

Keywords

  • Cascade reactions
  • Kinetic dynamic resolution
  • Michael addition
  • Organocatalysis

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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