Total synthesis of (±)-cortistatin J from furan

Mark G. Nilson; Raymond L. Funk

doi:10.1021/ja206138d

Total synthesis of (±)-cortistatin J from furan

Mark G. Nilson
, Raymond L. Funk

Chemistry

Research output: Contribution to journal › Article › peer-review

71 Scopus citations

Abstract

A concise, diastereoselective total synthesis of (±)-cortistatin J has been completed in 20 steps from furan. Key steps include an intramolecular [4 + 3] cyclization of a disubstituted furan with a (Z)-2-(trialkylsilyloxy)-2- enal to construct the tetracyclic core and a (Z)-vinylsilane/iminium ion cyclization to form the A ring.

Original language	English (US)
Pages (from-to)	12451-12453
Number of pages	3
Journal	Journal of the American Chemical Society
Volume	133
Issue number	32
DOIs	https://doi.org/10.1021/ja206138d
State	Published - Aug 17 2011

All Science Journal Classification (ASJC) codes

Catalysis
General Chemistry
Biochemistry
Colloid and Surface Chemistry

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10.1021/ja206138d

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abstract = "A concise, diastereoselective total synthesis of (±)-cortistatin J has been completed in 20 steps from furan. Key steps include an intramolecular [4 + 3] cyclization of a disubstituted furan with a (Z)-2-(trialkylsilyloxy)-2- enal to construct the tetracyclic core and a (Z)-vinylsilane/iminium ion cyclization to form the A ring.",

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AB - A concise, diastereoselective total synthesis of (±)-cortistatin J has been completed in 20 steps from furan. Key steps include an intramolecular [4 + 3] cyclization of a disubstituted furan with a (Z)-2-(trialkylsilyloxy)-2- enal to construct the tetracyclic core and a (Z)-vinylsilane/iminium ion cyclization to form the A ring.

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Total synthesis of (±)-cortistatin J from furan

Abstract

All Science Journal Classification (ASJC) codes

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