使用相同结构单元的两种对映体的化学酶促紫杉烷方法。2. 紫杉醇CD环单元。

Chemoenzymatic taxanes approach using both enantiomers of the same building block. 2. Taxol CD ring unit.

作者信息

Uttaro Jean-Pierre, Audran Gérard, Monti Honoré

机构信息

Laboratoire de Réactivité Organique Sélective, U.M.R. 6180 Chirotechnologies: catalyse et biocatalyse, Université Paul Cézanne, Aix-Marseille III, 13397 Marseille Cedex 20, France.

出版信息

J Org Chem. 2005 Apr 29;70(9):3484-9. doi: 10.1021/jo050039s.

DOI:10.1021/jo050039s

PMID:15844981

Abstract

[reaction: see text] The enantioselective synthesis of the Taxol CD ring unit has been achieved starting from an enantiopure building block, the enantiomer of those previously utilized in the synthesis of the A ring unit. The key features of the present synthesis are astute use of both enantiomers of the same building block and complete control in the construction of five consecutive chiral centers.

摘要

[反应：见正文] 紫杉醇CD环单元的对映选择性合成已从一个对映体纯的结构单元开始实现，该结构单元是之前用于合成A环单元的那些结构单元的对映体。本合成的关键特征是巧妙地使用了同一结构单元的两种对映体，并在构建五个连续手性中心时实现了完全控制。