Chiral pyrrolidinium salts as organocatalysts in the stereoselective 1,4-conjugate addition of N-methylpyrrole to cyclopent-1-ene carbaldehyde

被引:17
作者
Breistein, P
Karlsson, S
Hedenström, E
机构
[1] Mid Sweden Univ, Dept Nat Sci, SE-85170 Sundsvall, Sweden
[2] AstraZeneca R&D, SE-43183 Molndal, Sweden
关键词
D O I
10.1016/j.tetasy.2005.11.020
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A variety of enantiopure proline derived pyrrolidinium (HX)(n) salts have been found to catalyse the 1,4-conjugate addition of AT-methylpyrrole to cyclopent-1-ene carbaldehyde with, in some cases, high diastereo- and enantioselectivity. Parameters such as water activity, choice of acidic cocatalyst (HX)(n) and also the amount of cocatalyst used turned out to be crucial for the diastereo- and enantioselectivity of the reaction. (c) 2005 Elsevier Ltd. All rights reserved.
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页码:107 / 111
页数:5
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