Highly efficient organocatalytic kinetic resolution of activated nitroallylic acetates with aldehydes via conjugate addition-elimination

Raju Jannapu Reddy, Kwunmin Chen

Research output: Contribution to journalArticle

46 Citations (Scopus)

Abstract

A novel, efficient, and unprecedented organocatalytic kinetic resolution has been developed. For the first time, a variety of nitroallylic acetates 1a-i have been resolved with aldehydes in the presence of 2 (2.5 mol %) via conjugate addition-elimination. The densely functionalized products 3a-o were obtained with excellent enantioselectivities (up to >99% ee), and unreacted substrates 1a-i were recovered with good to excellent optical purity (up to 98% ee).

Original languageEnglish
Pages (from-to)1458-1461
Number of pages4
JournalOrganic Letters
Volume13
Issue number6
DOIs
Publication statusPublished - 2011 Mar 18

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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