A Rapid Synthesis of Chiral Allylic Amines via Microwave-assisted Asymmetric Alkenylation of N-Tosyl Aldimines Catalyzed by Rhodium/Chiral Diene Complexes

Balraj Gopula, Hao Wei Zeng, Ping Yu Wu, Julian P. Henschke, Hsyueh Liang Wu

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

A method providing expeditious access to chiral allylic amines via a Rh(I)/bicyclo[2.2.1]heptadiene-catalyzed enantioselective alkenylation of N-tosyl aldimines with potassium alkenyltrifluoroborates under microwave irradiation is described. The rate of the asymmetric 1,2-addition reaction, conducted in the presence of 1 mol % of the catalyst, was significantly enhanced as compared to when the standard heating method was applied while still providing the corresponding products without decrease in enantioselectivity.

Original languageEnglish
Pages (from-to)312-316
Number of pages5
JournalJournal of the Chinese Chemical Society
Volume65
Issue number3
DOIs
Publication statusPublished - 2018 Mar

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Keywords

  • Chiral allylic amine
  • Enantioselective
  • Microwave irradiation

ASJC Scopus subject areas

  • Chemistry(all)

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