Synthesis of C‐2 Taxol Analogues

Kyriacos Costa Nicolaou, Elias A. Couladouros, Phillipe G. Nantermet, Joanne Renaud, Rodney Kiplin Guy, Wolfgang Wrasidlo

Research output: Contribution to journalArticlepeer-review

43 Scopus citations

Abstract

Nucleophilic ring opening of cyclic carbonates 1 leads regioselectively to the less substituted ester 2. Moreover, for molecules with several carbonyl groups the reaction is chemoselective: In a taxol precursor the carbonate group and not one of the three additional carbonyl groups was attacked; the resulting esters were converted into taxol analogues that displayed differing cytotoxicities. (Figure Presented.)

Original languageEnglish
Pages (from-to)1581-1583
Number of pages3
JournalAngewandte Chemie International Edition in English
Volume33
Issue number15-16
DOIs
StatePublished - Sep 2 1994

ASJC Scopus subject areas

  • Catalysis
  • Chemistry (all)

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