Organocatalytic asymmetiric α-selenenylation of aldehydes

被引:93
作者
Tiecco, Marcello
Carlone, Armando
Sternativo, Silvia
Marini, Francesca [1 ]
Bartoli, Giuseppe
Melchiorre, Paolo
机构
[1] Univ Perugia, Sez Chim Organ, Dipartimento Chim & Tecnol Farmaco, I-06123 Perugia, Italy
[2] Univ Bologna, Dipartimento Chim Organ A Mangini, I-40136 Bologna, Italy
关键词
aldehydes; asymmetric synthesis; organocatalysis; selenium; synthetic methods;
D O I
10.1002/anie.200702318
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Figure Presented) Getting round the (periodic) table: The enamine activation concept has been extended to the asymmetric addition of selenium-based compounds to aldehydes in an organocatalytic transformation that provides high reaction efficiency and stereocontrol (ee values ranging from 95 to 99%) with readily available chiral secondary amines. The chiral α-seleno aldehydes thus formed can be used as versatile intermediates. © 2007 Wiley-VCH Verlag GmbH &. Co. KGaA.
引用
收藏
页码:6882 / 6885
页数:4
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