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Total synthesis of Δ¹²-prostaglandin J₃, a highly potent and selective antileukemic agent
K C Nicolaou1, Philipp Heretsch, Abdelatif ElMarrouni
1Department of Chemistry, BioScience Research Collaborative, Rice University, 6100 Main Street, Houston, TX 77005 (USA). kcn@rice.edu.
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.
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