Radical cyclization studies directed toward the synthesis of BMS-200475 'entecavir': the carbocyclic core

被引：23

作者：

Ziegler, FE ^{[1
]}

Sarpong, MA ^{[1
]}

机构：

[1] Yale Univ, Sterling Chem Lab, New Haven, CT 06520 USA

来源：

TETRAHEDRON | 2003年 / 59卷 / 45期

关键词：

radical cyclization; hepatitis B virus; thiocarbonate;

D O I：

10.1016/j.tet.2003.02.001

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Two routes are presented for the conversion of D-diacetone glucose (5a) into a protected carbocyclic core of BMS-200475 (Entecavir). The reduction of two terminal epoxides with Cp2TiCl to form carbon radicals and their cyclizations with a terminal acetylene and an (alpha,beta-unsaturated ester lead ultimately to allylic alcohol 11a, a candidate for Mitsunobu coupling with guanine. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：9013 / 9018

页数：6

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