Lipase‐Catalyzed Transesterification of Methyl 2‐Substituted 3‐Hydroxy‐4‐pentenoates and Its Synthetic Application to the Taxol Side Chain.

Abstract

Biochemical syntheses Biochemical syntheses O 0035Lipase-Catalyzed Transesterification of Methyl 2-Substituted 3-Hydroxy-4-pentenoates and Its Synthetic Application to the Taxol Side Chain. -Lipase-catalyzed transesterification of 3-hydroxy-4-pentenoates (I) and (IV) with 2-propenyl acetate provides practical syntheses of optically active derivatives. The synthetic utility of this process is demonstrated by preparation of the taxol side chain (IX) from allylic ester (VI). -(MANDAI*, T.; OSHITARI, T.; SUSOWAKE, M.; Synlett