An enantioselective approach to ring a of taxol using the wieland-miescher ketone

Miroslaw Golinski, Sundar Vasudevan, Rey Floresca, Carolyn P. Brock, David S. Watt

Research output: Contribution to journalArticlepeer-review

19 Scopus citations

Abstract

The selective protection of the S-(+)-enantiomer of the Wieland Miescher ketone (2) as the tert-butyldimethylsilyl-protected cyanohydrin 7 and the oxidative cleavage of an α-ketol 8 that was derived from 7 provided a model 10 for the A ring of the taxol (1) possessing the correct C-1 stereochemistry of taxol and functionality suitable for further elaboration.

Original languageEnglish
Pages (from-to)55-58
Number of pages4
JournalTetrahedron Letters
Volume34
Issue number1
DOIs
StatePublished - Jan 1 1993

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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