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Synfacts 2005(3): 0334-0334
DOI: 10.1055/s-2005-921625
DOI: 10.1055/s-2005-921625
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York
Stereoselective Cross-Coupling of 1,1-Diborylalkenes
M. Shimizu*, C. Nakamaki, K. Shimono, M. Schelper, T. Kurahashi, T. Hiyama
Kyoto University, Japan
Further Information
Publication History
Publication Date:
22 November 2005 (online)
Significance
Triarylalkenes are an important class of antiestrogens, now widely used for cancer treatment. The stereocontrolled synthesis of this class of products is therefore of much interest. The Pd-catalyzed stepwise cross-coupling of gem-diborylalkenes and aryl iodides allows a stereoselective preparation of triarylalkenes. Important drugs like tamoxifen can be prepared in one pot by this method. gem-Diborylalkenes are sufficiently stable to be isolated and purified by usual chromatography.