ENZYMATIC RESOLUTION OF A KEY STEREOCHEMICAL INTERMEDIATE FOR THE SYNTHESIS OF (-)-TAXOL

Authors
JOHNSON CR XU YP NICOLAOU KC YANG Z GUY RK DONG JG BEROVA N
Citation
Cr. Johnson et al., ENZYMATIC RESOLUTION OF A KEY STEREOCHEMICAL INTERMEDIATE FOR THE SYNTHESIS OF (-)-TAXOL, Tetrahedron letters, 36(19), 1995, pp. 3291-3294
Citations number
29
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
19
Year of publication
1995
Pages
3291 - 3294
Database
ISI
SICI code
0040-4039(1995)36:19<3291:EROAKS>2.0.ZU;2-C
Abstract
The taxol intermediate, racemic 3, was subjected to two consecutive ki netic resolutions with recombinant Candida antarctica lipase Bin isopr openyl acetate/hexane. The absolute stereochemistry of the resulting a cetate (+)-5 of > 99% enantiopurity, was assigned based on NMR and CD methods.