Rodney K. Guy

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.

Synthesis of a fully functionalized CD ring system of taxol

Key building blocks 16 and 17 related to taxol CD ring system have been synthesized in racemic form via a stereocontrolled and efficient sequence featuring a novel Diels–Alder reaction and oxetane formation.

Novel chemistry of taxol. Retrosynthetic and synthetic studies

10-Deacetyl baccatin III 2 was used in the synthesis of compounds 4–6 and 11–15, all of which were converted to Taxol 1via efficient synthetic pathways