A general phosphoric acid-catalyzed desymmetrization of meso-aziridines with silylated selenium nucleophiles

被引：34
|
作者：
Senatore, Matilde [1 ]
Lattanzi, Alessandra [1 ]
Santoro, Stefano [2 ]
Santi, Claudio [2 ]
Della Sala, Giorgio [1 ]
机构：
[1] Univ Salerno, Dipartimento Chim & Biol, I-84084 Fisciano, SA, Italy
[2] Univ Perugia, Dipartimento Chim & Tecnol Farm, I-06100 Perugia, Italy
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2011年 / 9卷 / 18期
关键词：
ENANTIOSELECTIVE DESYMMETRIZATION; PROMOTED SYNTHESIS; DONATING LIGANDS; SYNTHETIC ROUTE; ORGANOSELENIUM; CHEMISTRY; NITROGEN; ALKENES; DERIVATIVES; CHLORIDE;
D O I：
10.1039/c1ob05837a
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The first example of meso-aziridine desymmetrization with selenium nucleophiles is reported. The reaction, promoted by VAPOL-hydrogen phosphate using (phenylseleno)trimethylsilane as the nucleophile, proves to be very general and highly enantioselective (84-99% ee).
引用
收藏
页码：6205 / 6207
页数：3
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