Asymmetric azidoselenenylation of alkenes: A key step for the synthesis of enantiomerically enriched nitrogen-containing compounds

被引:118
作者
Tiecco, M [1 ]
Testaferri, L [1 ]
Santi, C [1 ]
Tomassini, C [1 ]
Marini, F [1 ]
Bagnoli, L [1 ]
Temperini, A [1 ]
机构
[1] Univ Perugia, Dipartimento Chim & Tecnol Farmaco, Sez Chim Organ, I-06123 Perugia, Italy
关键词
alkenes; asymmetric synthesis; azides; heterocycles; selenium;
D O I
10.1002/anie.200351229
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Chiral, nonracemic azidoselenides such as 2 are useful intermediates for the synthesis of enantiomerically enriched nitrogen-containing compounds (e.g. 3). The asymmetric electrophilic azidoselenenylation of a variety of alkenes with the sulfur-containing chiral selenenyl triflate 1 and sodium azide occurred with high facial selectivity to provide an array of azidoselenides, which were further elaborated.
引用
收藏
页码:3131 / 3133
页数:3
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