Enantioselective 1,4-addition of aryllithium reagents to α,β- unsaturated tert-butyl esters in the presence of chiral additives

Feng Xu, Richard D. Tillyer, David M. Tschaen, Edward J.J. Grabowski, Paul J. Reider

Research output: Contribution to journalArticle

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Abstract

Reaction of t-BuLi with a mixture of aryl bromide and chiral diamine, amino ether or diether, in toluene at -78°C provided chiral aryllithium complexes efficiently. Reaction of these aryllithium complexes with α,β- unsaturated tert-butyl esters afforded the 1,4-addition products in up to 88% ee.

Original languageEnglish (US)
Pages (from-to)1651-1655
Number of pages5
JournalTetrahedron Asymmetry
Volume9
Issue number10
DOIs
StatePublished - May 22 1998
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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