Enantioselective synthesis of anti-β-substituted γ,δ- unsaturated amino acids: A highly selective asymmetric thio-Claisen rearrangement

Zhihua Liu, Hongchang Qu, Xuyuan Gu, Byoung J. Min, Joel Nyberg, Victor J. Hruby

Research output: Contribution to journalArticlepeer-review

25 Scopus citations

Abstract

(Chemical Equation Presented) A novel synthesis of optically active anti-β-substituted γ,δ-unsaturated amino acids via a thio-Claisen rearrangement has been achieved. A 2,5-diphenylpyrrolidine was used as a (C2-symmetric chiral auxiliary to control the stereochemistry, giving good yields and excellent diastereoselectivities and enantioselectivities.

Original languageEnglish (US)
Pages (from-to)4105-4108
Number of pages4
JournalOrganic Letters
Volume10
Issue number18
DOIs
StatePublished - 2008

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Enantioselective synthesis of anti-β-substituted γ,δ- unsaturated amino acids: A highly selective asymmetric thio-Claisen rearrangement'. Together they form a unique fingerprint.

Cite this