Selenosilanes mediated stereoselective synthesis of polyfunctionalized organic molecules

被引:9
|
作者
Degl'Innocenti, Alessandro [1 ]
Capperucci, Antonella
Castagnoli, Giulio
Malesci, Irene
Tiberi, Caterina
Innocenti, Brunella
机构
[1] Univ Florence, Dipartimento Chim Organ, I-50019 Sesto Fiorentino, Italy
关键词
silyl-selenide; epoxides; episulfides; aziridines; selenoheterocycles;
D O I
10.1080/10426500801900923
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Bis(trimethylsilyl)selenide (HMDSS) acts as an efficient reagent in the TBAF catalyzed reaction with different substituted epoxides, episulfides, and aziridines, leading to beta-functionalized diselenides in a highly regio- and stereoselective way. When using alpha-bromo alkyl ethers as trapping agent, 1,3-oxaselenolanes and 1,3-thiaselenolanes can be isolated, while 1,3-selenazolidines could be obtained through reduction of beta-amino diselenides followed by in situ treatment with different aldehydes.
引用
收藏
页码:966 / 969
页数:4
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