A short, scalable synthesis of the carbocyclic core of the anti-angiogenic cortistatins from (+)-estrone by B-ring expansion

László Kürti; Barbara Czakó; E. J. Corey

doi:10.1021/ol802328n

A short, scalable synthesis of the carbocyclic core of the anti-angiogenic cortistatins from (+)-estrone by B-ring expansion

László Kürti, Barbara Czakó, E. J. Corey

Biochemistry

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

57 Scopus citations

Abstract

(Chemical Equation Presented) 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.

Original language	English (US)
Pages (from-to)	5247-5250
Number of pages	4
Journal	Organic Letters
Volume	10
Issue number	22
DOIs	https://doi.org/10.1021/ol802328n
State	Published - 2008

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol802328n

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title = "A short, scalable synthesis of the carbocyclic core of the anti-angiogenic cortistatins from (+)-estrone by B-ring expansion",

abstract = "(Chemical Equation Presented) 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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AU - Kürti, László

AU - Czakó, Barbara

AU - Corey, E. J.

PY - 2008

Y1 - 2008

N2 - (Chemical Equation Presented) 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.

AB - (Chemical Equation Presented) 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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A short, scalable synthesis of the carbocyclic core of the anti-angiogenic cortistatins from (+)-estrone by B-ring expansion

Abstract

ASJC Scopus subject areas

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