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Synthetic studies toward (+)-cortistatin A.

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 6?-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.

SUBMITTER: Wang Z

PROVIDER: S-EPMC3413295 | biostudies-literature | 2011 Dec

REPOSITORIES: biostudies-literature

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Synthetic studies toward (+)-cortistatin A.

Wang Zhang Z Dai Mingji M Park Peter K PK Danishefsky Samuel J SJ

Tetrahedron 20111029 52

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. ...[more]

PMID: 22879684

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