Synthetic studies toward (+)-cortistatin A |
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| Authors: | Wang Zhang Dai Mingji Park Peter K Danishefsky Samuel J |
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| Institution: | a Department of Chemistry, Columbia University, Havemeyer Hall, 3000 Broadway, New York, 10027 NY, USA
b Laboratory for Bioorganic Chemistry, Sloan-Kettering Institute for Cancer Research, 1275 York Avenue, New York, 10065 NY, USA |
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| Abstract: | We describe herein the synthesis of a late-stage intermediate en route to cortistatin A. Key transformations included a Snieckus-like cascade sequence culminating in a 6π-electrocyclization, an alkylative dearomatization, and the stereoselective functionalization of the cortistatin A-ring. While the total synthesis we sought was not accomplished, the work sets the stage for several approaches to the preparation of novel analogs via diverted total synthesis. |
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| Keywords: | Total synthesis Angiogenesis inhibitor Nitrone-aryne cycloaddition 6π-Electrocyclization |
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