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

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

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