Bronsted acid-catalyzed desymmetrization of meso-aziridines
Bronsted acid-catalyzed desymmetrization of meso-aziridines
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DOI：
10.1021/ja0751779
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发表时间：
2007-10-10
影响因子：
15
通讯作者：
Antilla, Jon C.
中科院分区：
文献类型：
--
作者：
Rowland, Emily B.;Rowland, Gerald B.;Antilla, Jon C.
在催化量的手性磷酸催化剂的存在下，用叠氮亲核试剂对meso-氮丙啶进行了对映选择性开环反应。该反应以优异的产率和对映选择性提供产物的形成。初步的机理研究表明，活性催化物种是一个手性硅烷，原位生成。
The enantioselective ring-opening of meso-aziridines with azide nucleophiles; proceeded in the presence of a catalytic amount of a chiral phosphoric acid catalyst. The reaction affords the formation of the products in excellent yield and enantioselectivity. Preliminary mechanistic studies indicate that the active catalytic species is a chiral silane that is generated in situ.