Inherently Chiral Cavitand Curvature: Diastereoselective Oxidation of Tethered Allylsilanes: Inherently Chiral Cavitand Curvature: Diastereoselective Oxidation of Tethered Allylsilanes

Inherently Chiral Cavitand Curvature: Diastereoselective Oxidation of Tethered Allylsilanes: Inherently Chiral Cavitand Curvature: Diastereoselective Oxidation of Tethered Allylsilanes
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固有手性空穴曲率:束缚烯丙基硅烷的非对映选择性氧化:固有手性空穴曲率:束缚烯丙基硅烷的非对映选择性氧化

DOI:
10.1002/ejoc.201900891
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发表时间:
2019
影响因子:
2.8
通讯作者:
Iwasawa, Tetsuo
Iwasawa, Tetsuo
中科院分区:
化学3区
文献类型:
--
作者:
Inoue, Mami;Fujii, Yoshino;Matsumoto, Yasuhiro;Schramm, Michael P.;Iwasawa, Tetsuo

文献摘要

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描述了与新的固有手性空穴配体连接的向内和向外定向的烯丙基硅烷的合成。用mCPBA氧化,这些烯丙基硅烷产生环氧化物分子的非对映异构体混合物。因此,它使我们能够有比较研究的空穴-结构的非对映选择性关系,这表明,一个向内的烯丙基硅烷基团两侧的二苯并[f,h]喹喔啉和两个桥接的亚甲基具有最好的化学产率和非对映选择性。
Syntheses of inwardly and outwardly directed allylsilanes those are tethered to new inherently chiral cavitands are described. Oxidized with mCPBA, these allylsilanes result in diastereomeric mixtures of epoxide molecules. Thus, it enables us to have comparative study of cavitand‐structure diastereoselectivity relationship, which revealed that an inward allylsilane group flanked by a dibenzo[f, h]quinoxaline and two bridged methylene groups have the best chemical yield and diastereoselection.