Total Synthesis of Δ12-Prostaglandin J3, a Highly Potent and Selective Antileukemic Agent

Abstract

A catalytic asymmetric total synthesis of the potent and selective antileukemic Δ12-prostaglandin J3 (Δ12-PGJ3) is described. The convergent synthesis proceeded through intermediates 2 and 3, constructed 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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Nicolaou, K.C., Heretsch, Philipp, ElMarrouni, Abdelatif, et al.. "Total Synthesis of Δ12-Prostaglandin J3, a Highly Potent and Selective Antileukemic Agent." Angewandte Chemie, 126, no. 39 (2014) Wiley: 10611-10615. http://dx.doi.org/10.1002/ange.201404917.

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