Organocatalyzed conjugate umpolung of α,β-unsaturated aldehydes for the synthesis of γ-butyrolactones

被引:658
作者
Burstein, C [1 ]
Glorius, F [1 ]
机构
[1] Max Planck Inst Kohlenforsch, D-45470 Mulheim An Der Ruhr, Germany
关键词
aldehydes; carbene; heterocycles; organocatalysis; umpolung;
D O I
10.1002/anie.200461572
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Advantage organocatalysis: N-heterocyclic carbenes can generate homoenolate equivalents under mild conditions by conjugate umpolung of α,β- unsaturated aldehydes. This organocatalytic reaction allows an efficient one-step synthesis of substituted γ-butyrolactones 1 (see scheme, Mes = mesityl).
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页码:6205 / 6208
页数:4
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