β-disubstituted allylic chlorides:: Substrates for the Cu-catalyzed asymmetric SN2′ reaction

被引:61
作者
Falciola, Caroline A. [1 ]
Tissot-Croset, Karine [1 ]
Alexakis, Alexandre [1 ]
机构
[1] Univ Geneva, Dept Organ Chem, CH-1211 Geneva 4, Switzerland
关键词
alkylation; allylic compounds; asymmetric catalysis; copper; nucleophilic substitution;
D O I
10.1002/anie.200601855
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Scope broadened: A previously developed asymmetric Cu-catalyzed allylic substitution can be applied to more substituted allylic patterns. Two classes of β-disubstituted substrates, cinnamyl derivatives and aliphatic endocyclic allylic chlorides, afford excellent regio- and enantioselectivities (see schemes; L* = phosphoramidite ligand). (Chemical Equation Presented). © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:5995 / 5998
页数:4
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