Iminium-allenamine cascade catalysis: One-pot access to chiral 4Hchromenes by a highly enantioselective michael-michael sequence

Xinshuai Zhang, Shilei Zhang, Wei Wang

Research output: Contribution to journalArticlepeer-review

120 Scopus citations

Abstract

Chemical Equation Presented Taking the Michael-Michael: A cascade Michael-Michael reaction of aryl or alkyl alkynals, involving an unprecedented iminium - allenamine sequence, is efficiently catalyzed by a chiral diphenylprolinol TBDMS ether, and affords highly functionalized 4H-chromenes in high yields. TBDMS = tert-butyldimethylsilyl.

Original languageEnglish (US)
Pages (from-to)1481-1484
Number of pages4
JournalAngewandte Chemie - International Edition
Volume49
Issue number8
DOIs
StatePublished - Feb 15 2010
Externally publishedYes

Keywords

  • Alkynal
  • Cascade reactions
  • Enantioselectivity
  • Michael addition
  • Organocatalysis

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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