Enantioselective Rhodium-Catalyzed Allylation of Aliphatic Imines: Synthesis of Chiral C-Aliphatic Homoallylic Amines

Wei Sian Li, Ting Shen Kuo, Meng Chi Hsieh, Ming Kang Tsai, Ping Yu Wu, Hsyueh Liang Wu

Research output: Contribution to journalArticle

Abstract

Reported herein is a method for the efficient syntheses of optically active 1-alkyl homoallylic amines in yields up to 95%, 13.5:1 dr, and 98% ee under mild, aqueous reaction conditions, via the Rh-catalyzed asymmetric allylation of aliphatic aldimines. This method provides a streamlined synthetic platform for the preparation of indolizidine and piperidine alkaloids, thus demonstrating its usefulness.

Original languageEnglish
Pages (from-to)5675-5679
Number of pages5
JournalOrganic Letters
Volume22
Issue number14
DOIs
Publication statusPublished - 2020 Jul 17

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Enantioselective Rhodium-Catalyzed Allylation of Aliphatic Imines: Synthesis of Chiral C-Aliphatic Homoallylic Amines'. Together they form a unique fingerprint.

  • Cite this