An efficient synthesis of the intrinsic fluorescent peptide labels, (S)- and (R)-(6,7-dimethoxy-4-coumaryl)alanines via asymmetric hydrogenations

Wei Wang, Hao Li

Research output: Contribution to journalArticlepeer-review

22 Scopus citations

Abstract

The title compounds 1a,b are efficiently synthesized in high yields and with high enantioselectivity (>95% ee) by using a sequence in which the key step involves asymmetric hydrogenation of dehydroamino methyl ester 4 with Burk's DuPHOS-based Rh(I) catalysts.

Original languageEnglish (US)
Pages (from-to)8479-8481
Number of pages3
JournalTetrahedron Letters
Volume45
Issue number46
DOIs
StatePublished - Nov 8 2004
Externally publishedYes

Keywords

  • Asymmetric hydrogenation
  • Coumarin
  • DuPHOS
  • Fluorescent label

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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