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Enantioselective Intramolecular Hydroacylation of Alkynes by Rhodium Catalysis through Dynamic Kinetic Resolution

  • Yoshihiro Oonishi
  • , Kazuki Takagishi
  • , Yi Min Liu
  • , Yoshihiro Sato

Research output: Contribution to journalArticlepeer-review

Abstract

Rhodium-catalyzed enantioselective hydroacylation of racemic alkynals having a substituent at the α-position of the carbonyl group is described. This reaction can be applied for the wide range of substrates (22 examples), and mechanistic studies revealed that a dynamic kinetic resolution (DKR) process occurs during the hydroacylation, giving various cyclic ketones in 47–93% yields with 59:41 to 97:3 er from racemic starting materials.

Original languageEnglish
Pages (from-to)3432-3437
Number of pages6
JournalAdvanced Synthesis and Catalysis
Volume365
Issue number20
DOIs
Publication statusPublished - Oct 24 2023

Keywords

  • Aldehyde
  • Alkyne
  • Cyclization
  • Dynamic kinetic resolution
  • Rhodium

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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