Total synthesis of Δ¹²-prostaglandin J₃, a highly potent and selective antileukemic agent

K. C. Nicolaou, Philipp Heretsch, Abdelatif ElMarrouni, Christopher R.H. Hale, Kiran K. Pulukuri, Avinash K. Kudva, Vivek Narayan, K. Sandeep Prabhu

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Abstract

A catalytic asymmetric total synthesis of the potent and selective antileukemic Δ(12)-prostaglandin J3 (Δ(12)-PGJ3) is described. The convergent synthesis proceeded through intermediates 2 and 3, formed enantioselectively from readily available starting materials and coupled through an aldol reaction followed by dehydration to afford stereoselectively the cyclopentenone alkylidene structural motif of the molecule.

Original languageEnglish (US)
Pages (from-to)10443-10447
Number of pages5
JournalAngewandte Chemie (International ed. in English)
Volume53
Issue number39
DOIs
Publication statusPublished - Sep 22 2014

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All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)

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