Enzymatic resolution of a key stereochemical intermediate for the synthesis of (-)-taxol

Carl R. Johnson; Yanping Xu; K. C. Nicolaou; Zhen Yang; Rodney K. Guy; Jian Guo Dong; Nina Berova

doi:10.1016/0040-4039(95)00523-F

Enzymatic resolution of a key stereochemical intermediate for the synthesis of (-)-taxol

Carl R. Johnson
, Yanping Xu
, K. C. Nicolaou
, Zhen Yang
, Rodney K. Guy
, Jian Guo Dong
, Nina Berova

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

33 Scopus citations

Abstract

The taxol intermediate, racemic 3, was subjected to two consecutive kinetic resolutions with recombinant Candida antarctica lipase B in isopropenyl acetate/hexane. The absolute stereochemistry of the resulting acetate (+)-5 of > 99% enantiopurity, was assigned based on NMR and CD methods.

Original language	English (US)
Pages (from-to)	3291-3294
Number of pages	4
Journal	Tetrahedron Letters
Volume	36
Issue number	19
DOIs	https://doi.org/10.1016/0040-4039(95)00523-F
State	Published - May 8 1995
Externally published	Yes

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10.1016/0040-4039(95)00523-F

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title = "Enzymatic resolution of a key stereochemical intermediate for the synthesis of (-)-taxol",

abstract = "The taxol intermediate, racemic 3, was subjected to two consecutive kinetic resolutions with recombinant Candida antarctica lipase B in isopropenyl acetate/hexane. The absolute stereochemistry of the resulting acetate (+)-5 of > 99\% enantiopurity, was assigned based on NMR and CD methods.",

author = "Johnson, \{Carl R.\} and Yanping Xu and Nicolaou, \{K. C.\} and Zhen Yang and Guy, \{Rodney K.\} and Dong, \{Jian Guo\} and Nina Berova",

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T1 - Enzymatic resolution of a key stereochemical intermediate for the synthesis of (-)-taxol

AU - Johnson, Carl R.

AU - Xu, Yanping

AU - Nicolaou, K. C.

AU - Yang, Zhen

AU - Guy, Rodney K.

AU - Dong, Jian Guo

AU - Berova, Nina

PY - 1995/5/8

Y1 - 1995/5/8

N2 - The taxol intermediate, racemic 3, was subjected to two consecutive kinetic resolutions with recombinant Candida antarctica lipase B in isopropenyl acetate/hexane. The absolute stereochemistry of the resulting acetate (+)-5 of > 99% enantiopurity, was assigned based on NMR and CD methods.

AB - The taxol intermediate, racemic 3, was subjected to two consecutive kinetic resolutions with recombinant Candida antarctica lipase B in isopropenyl acetate/hexane. The absolute stereochemistry of the resulting acetate (+)-5 of > 99% enantiopurity, was assigned based on NMR and CD methods.

UR - https://www.scopus.com/pages/publications/0028922396

UR - https://www.scopus.com/pages/publications/0028922396#tab=citedBy

U2 - 10.1016/0040-4039(95)00523-F

DO - 10.1016/0040-4039(95)00523-F

M3 - Article

AN - SCOPUS:0028922396

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VL - 36

SP - 3291

EP - 3294

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 19

ER -

Enzymatic resolution of a key stereochemical intermediate for the synthesis of (-)-taxol

Abstract

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