Efficient asymmetric selenomethoxylation and selenohydroxylation of alkenes with a new sulfur containing chiral diselenide

被引:42
作者
Tiecco, M [1 ]
Testaferri, L [1 ]
Bagnoli, L [1 ]
Marini, F [1 ]
Temperini, A [1 ]
Tomassini, C [1 ]
Santi, C [1 ]
机构
[1] Univ Perugia, Fac Farm, Ist Chim Organ, I-06123 Perugia, Italy
关键词
asymmetric synthesis; chiral diselenides; selenomethoxylation; selenohydroxylation;
D O I
10.1016/S0040-4039(00)00358-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of a new chiral non-racemic sulfur containing diselenide is described. The electrophilic selenium reagent, produced from this diselenide by treatment with bromine and silver triflate, has been used to effect the selenomethoxylation and the selenohydroxylation of alkenes. These addition reactions occurred with good chemical yield and with high diastereoselectivities. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
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页码:3241 / 3245
页数:5
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