J. Am. Chem. Soc., 129 (8), 2206 -2207, 2007. 10.1021/ja067305j S0002-7863(06)07305-7
Web Release Date: February 6, 2007

Copyright © 2007 American Chemical Society

Synthesis of a Ring-Expanded Bryostatin Analogue

Barry M. Trost,* Hanbiao Yang, Oliver R. Thiel, Alison J. Frontier, and Cheyenne S. Brindle

Department of Chemistry, Stanford University, Stanford, California 94305

bmtrost@stanford.edu

Received October 11, 2006

Abstract:

A ring-expanded bryostatin analogue was synthesized by utilizing a Ru-catalyzed tandem tetrahydropyran formation, a Pd-catalyzed tandem dihydropyran formation, and a ring-closing metathesis (RCM) as key steps. The analogue possesses potent antitumor activity against the NCI-ADR cancer cell line with an IC50 of 123 nM.

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