Stereoselective preparation of (E)-ε-nitro-β,γ-unsaturated methyl esters:: Amberlyst A 27, using microwave, as superior catalyst for the 1,6-conjugate addition of nitroalkanes to methyl 1,3-butadiene-1-carboxylate

被引：25

作者：

Ballini, R ^{[1
]}

Bosica, G ^{[1
]}

Fiorini, D ^{[1
]}

机构：

[1] Univ Camerino, Dipartimento Sci Chim, I-62032 Camerino, MC, Italy

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 48期

关键词：

nitroalkanes; conjugate addition; microwave; catalysis; stereoselective;

D O I：

10.1016/S0040-4039(01)01843-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

1,6-Conjugate addition of nitroalkanes to methyl 1,3-b-atadiene-1-carboxylate, performed with Amberlyst A 27, using microwaves and in the absence of any solvent, allows the prevalent formation of the beta,gamma -unsaturated adduct, over the alpha,beta -unsaturated one. The products were exclusively obtained as (E)-isomers. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：8471 / 8473

页数：3

共 17 条

[1] Amberlyst A-27, an efficient heterogeneous catalyst for the Michael reaction of nitroalkanes with beta-substituted alkene acceptors [J].