Mukaiyama aldol and Michael reactions catalyzed by lanthanide iodides

被引：55

作者：

Giuseppone, N ^{[1
]}

Van de Weghe, P ^{[1
]}

Mellah, M ^{[1
]}

Collin, J ^{[1
]}

机构：

[1] Univ Paris Sud, Inst Chim Mol, URA 1497, Lab React Organ Select, F-91405 Orsay, France

来源：

TETRAHEDRON | 1998年 / 54卷 / 43期

关键词：

aldol reactions; Michael additions; samarium diiodide; lanthanides;

D O I：

10.1016/S0040-4020(98)00791-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Samarium diiodide is an efficient catalyst precursor which allows the formation of condensation products between various carbonyl compounds and ketene silyl acetals or enoxysilanes. With alpha,beta-unsaturated carbonyl compounds, 1,2- or 1,4-additions are observed according to the structure of the substrate. alpha,beta-Unsaturated ketones yield to enoxysilanes by selective Michael additions. Aldol poducts are isolated as silyl ethers. The mechanisms of the reactions are discussed. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：13129 / 13148

页数：20

共 76 条

[1] LANTHANIDES IN ORGANIC-SYNTHESIS - EU+3-CATALYZED MICHAEL ADDITION OF 1,3-DICARBONYL COMPOUNDS [J].