An efficient method for the synthesis of versatile intermediates leading to 13-deoxy- and 9,13-dideoxyphorbols

Akihiro Sekine, Naoya Kumagai, Koichiro Uotsu, Takashi Ohshima, Masakatsu Shibasaki

Research output: Contribution to journalArticle

12 Citations (Scopus)

Abstract

An efficient method for the synthesis of versatile intermediates for biologically interesting 13-deoxy- and 9,13-dideoxyphorbol ester analogs is described. First, more efficient synthetic routes to the bicyclic ketones 7 and 8, which are well-known intermediates for the synthesis of 13- deoxyphorbols, than the previous one were established. Second, 7 and 8 were successfully converted to the intermediates 19, 25 and 27 for the synthesis of 9,13-dideoxyphorbols using Peterson reaction, oxymercuration and nitrile oxide cycloaddition as key steps.

Original languageEnglish
Pages (from-to)509-513
Number of pages5
JournalTetrahedron Letters
Volume41
Issue number4
DOIs
Publication statusPublished - Jan 22 2000
Externally publishedYes

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All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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