Diastereocontrol of nucleophilic attack of the rubanone carbonyl group via remote siloxy tether. Establishing the natural configuration at carbon C-3 of Cinchona alkaloids

被引：14

作者：

Langer, P ^{[1
]}

Hoffmann, HMR ^{[1
]}

机构：

[1] UNIV HANNOVER,DEPT ORGAN CHEM,D-30167 HANNOVER,GERMANY

来源：

TETRAHEDRON | 1997年 / 53卷 / 27期

关键词：

D O I：

10.1016/S0040-4020(97)00609-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Ginchona alkaloid derivatives with natural configuration at C-3 have been constructed by Grignard reaction of protected rubanone 1-TBDS. The organomagnesium regent attacks preferentially from the sterically more hindered endo face. Even L-Selectride(R) reacts endo-selectively (9 : 1). (C) 1997 Elsevier Science Ltd.

引用

页码：9145 / 9158

页数：14

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