Copper (I)-catalyzed asymmetric addition of terminal alkynes to β-Imino esters: An efficient and direct method in the synthesis of chiral β3-alkynyl β2,2-dimethyl amino acid derivatives

Jun Wang, Zhihui Shao, Kai Ding Wing Yiu Yu, Albert S.C. Chan

Research output: Journal article publicationJournal articleAcademic researchpeer-review

14 Citations (Scopus)

Abstract

The first catalytic asymmetric addition of terminal alkynes to β-imino esters was carried out using chiral copper(I) complexes as catalysts under mild reaction conditions, providing an efficient and direct synthetic approach to β3-alkynyl β2,2-dimethyl amino esters with yields of 73-97% and 48-90% ee. The rich chemistry of the alkynyl functionality makes the present method a powerful and versatile approach to a wide range of optically active β2,2-dimethyl amino acid derivatives. KGaA.
Original languageEnglish
Pages (from-to)1250-1254
Number of pages5
JournalAdvanced Synthesis and Catalysis
Volume351
Issue number9
DOIs
Publication statusPublished - 1 Jun 2009

Keywords

  • β-imino esters
  • Asymmetric alkynylation
  • Asymmetric catalysis
  • Copper
  • Enantioselectivity

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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