4.8 Article

A Short, Scalable Synthesis of the Carbocyclic Core of the Anti-Angiogenic Cortistatins from (+)-Estrone by Ming Expansion

Journal

ORGANIC LETTERS
Volume 10, Issue 22, Pages 5247-5250

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol802328n

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Funding

  1. Damon Runyon Cancer Research Foundation [DRG: 1961-07]

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A rapid and scalable synthesis of the carbocyclic core of the potent antiangiogenic natural products, the cortistatins, is presented starting from readily available (+)-estrone. Key steps include a regio- and stereoselective benzylic cyanation and a Demjanov rearrangement.

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