4.8 Article

Total Synthesis of (±)-Cortistatin J from Furan

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 133, Issue 32, Pages 12451-12453

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja206138d

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Funding

  1. National Institutes of Health [GM28553]

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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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