DIASTEREOSELECTIVE HETEROATOM-DIRECTED CONJUGATE ADDITION OF SILYLCUPRATE REAGENTS TO UNSATURATED CARBONYLS - A STEREOSELECTIVE ROUTE TO BETA-CARBONYL SILOXANES

被引：26

作者：

HALE, MR ^{[1
]}

HOVEYDA, AH ^{[1
]}

机构：

[1] BOSTON COLL,MERKERT CHEM CTR,DEPT CHEM,CHESTNUT HILL,MA 02167

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1994年 / 59卷 / 16期

关键词：

D O I：

10.1021/jo00095a007

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Directed conjugate addition of the silylcuprate reagent lithium bis[diphenyl(diethylamino)silyl]-cuprate ((Ph(2)(Et(2)N)Si)(2)CuLi) to unsaturated esters and ketones is reported. The stereochemical course of the reaction can be-controlled by the presence of an appropriately disposed internal Lewis basic functionality, affording the corresponding beta-hydroxysilyl carbonyls with good to excellent levels of diastereoselection (e.g., 3b --> 4b).

引用

页码：4370 / 4374

页数：5

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