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Communication | Special issue | Vol 77, No. 1, 2009, pp.157-161
Published online, 17th April, 2008
DOI: 10.3987/COM-08-S(F)6
An Oxidative Dearomatization Cyclization Model for Cortistatin A

Mingji Dai and Samuel J. Danishefsky*

*Department of Chemistry, Columbia University, 3000 Broadway, New York, NY 10027, U.S.A.

Abstract

The feasibility of a hypervalent iodine-mediated oxidative dearomatization/cyclization to produce the oxabicyclo[3.2.1]octene of cortistatin A has been demonstrated through a model study. An interesting tandem cyclization via a Ritter intermediate has been observed when a slightly different substrate was used.