分子内苄基保护传递：由D-果糖实际合成DMDP和DGDP。

Intramolecular benzyl protection delivery: a practical synthesis of DMDP and DGDP from D-fructose.

作者信息

García-Moreno M Isabel, Aguilar Matilde, Ortiz Mellet Carmen, García Fernández José M

机构信息

Departamento de Química Orgánica, Facultad de Química, Universidad de Sevilla, Spain.

出版信息

Org Lett. 2006 Jan 19;8(2):297-9. doi: 10.1021/ol052668u.

DOI:10.1021/ol052668u

PMID:16408899

Abstract

[reaction: see text] A two-step protection of 1,2-diols as the corresponding o-xylylene cyclic ethers, involving an intramolecular ring-closing O-benzylation reaction, has been developed to overcome the problems associated to regioselective benzylation reactions. The strategy has been applied to the high-yielding synthesis of the pyrrolidine glycosidase inhibitors DMDP and DGDP.

摘要

[反应：见正文] 已开发出一种将1,2 -二醇两步保护为相应的邻亚二甲苯基环醚的方法，该方法涉及分子内环合O -苄基化反应，以克服与区域选择性苄基化反应相关的问题。该策略已应用于吡咯烷糖苷酶抑制剂DMDP和DGDP的高产率合成。