An enantioselective approach to ring a of taxol using the wieland-miescher ketone

Miroslaw Golinski; Sundar Vasudevan; Rey Floresca; Carolyn P. Brock; David S. Watt

doi:10.1016/S0040-4039(00)60056-4

An enantioselective approach to ring a of taxol using the wieland-miescher ketone

Miroslaw Golinski, Sundar Vasudevan, Rey Floresca, Carolyn P. Brock, David S. Watt

Molecular and Cellular Biochemistry

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

19 Scopus citations

Abstract

The selective protection of the S-(+)-enantiomer of the Wieland Miescher ketone (2) as the tert-butyldimethylsilyl-protected cyanohydrin 7 and the oxidative cleavage of an α-ketol 8 that was derived from 7 provided a model 10 for the A ring of the taxol (1) possessing the correct C-1 stereochemistry of taxol and functionality suitable for further elaboration.

Original language	English
Pages (from-to)	55-58
Number of pages	4
Journal	Tetrahedron Letters
Volume	34
Issue number	1
DOIs	https://doi.org/10.1016/S0040-4039(00)60056-4
State	Published - Jan 1 1993

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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AU - Brock, Carolyn P.

AU - Watt, David S.

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An enantioselective approach to ring a of taxol using the wieland-miescher ketone

Abstract

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