Formal syntheses of cryptophycin A and arenastatin A

Syed M. Ali; Gunda I. Georg

doi:10.1016/S0040-4039(97)00194-9

Formal syntheses of cryptophycin A and arenastatin A

Syed M. Ali, Gunda I. Georg

Medicinal Chemistry

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Abstract

Efficient formal syntheses of the tubulin binding antitumor agents cryptophycin A (1) and arenastatin A (2) are detailed. The readily available β-keto ester 4 was subjected to catalytic asymmetric hydrogenation, Frater alkylation, and selective functional group transformations to provide the silyl ether of octanoic acid methyl ester 3, which is the key intermediate for the formal syntheses of the title compounds.

Original language	English (US)
Pages (from-to)	1703-1706
Number of pages	4
Journal	Tetrahedron Letters
Volume	38
Issue number	10
DOIs	https://doi.org/10.1016/S0040-4039(97)00194-9
State	Published - Mar 10 1997

Bibliographical note

Funding Information:
We gratefully acknowledge the financial support from the National Institutes of Health (CA70369) and a Postdoctoral Fellowship from the Kansas Health Foundation to S. M. Ali.

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AU - Georg, Gunda I.

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AB - Efficient formal syntheses of the tubulin binding antitumor agents cryptophycin A (1) and arenastatin A (2) are detailed. The readily available β-keto ester 4 was subjected to catalytic asymmetric hydrogenation, Frater alkylation, and selective functional group transformations to provide the silyl ether of octanoic acid methyl ester 3, which is the key intermediate for the formal syntheses of the title compounds.

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Formal syntheses of cryptophycin A and arenastatin A

Abstract

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