Highly diastereo- And enantioselective catalytic domino thia-Michael/aldol reactions: Synthesis of benzothiopyrans with three contiguous stereocenters

Gui Ling Zhao, Jan Veselý, Ramon Rios, Ismail Ibrahem, Henrik Sundén, Armando Córdova

Research output: Contribution to journalArticlepeer-review

69 Scopus citations

Abstract

Highly enantioselective organocatalytic domino thia-Michael/aldol reactions between 2-mercaptoacetophenone and α,β-unsaturated aldehydes are presented. The reactions proceed with excellent chemo-, diastereo- and enantioselectivity to give the corresponding benzothiopyran derivatives in high yields with up to > 15:1 dr and 96 to > 99% ee.

Original languageBritish English
Pages (from-to)237-242
Number of pages6
JournalAdvanced Synthesis and Catalysis
Volume350
Issue number2
DOIs
StatePublished - Jan 2008

Keywords

  • α,β-Unsaturated Aldehydes
  • Asymmetric catalysis
  • Benzothiopyrans
  • Domino reactions
  • Thia-Michael reaction

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