Iron-Catalyzed Asymmetric Hydrosilylation of Vinylcyclopropanes via Stereospecific C-C Bond Cleavage

被引：29

作者：

Chen, Chenhui ^{[1
]}

Wang, Hongliang ^{[1
]}

Sun, Yufeng ^{[1
]}

Cui, Jiayan ^{[1
]}

Xie, Jianbo ^{[1
]}

Shi, Yang ^{[1
]}

Yu, Shijia ^{[1
]}

Hong, Xin ^{[1
]}

Lu, Zhan ^{[1
]}

机构：

[1] Zhejiang Univ, Dept Chem, Hangzhou 310058, Zhejiang, Peoples R China

来源：

ISCIENCE | 2020年 / 23卷 / 04期

基金：

中国博士后科学基金;

关键词：

OPTICALLY-ACTIVE ALLYLSILANES; KINETIC RESOLUTION; ALKENE HYDROSILYLATION; STEREOSELECTIVE HYDROSILYLATION; MARKOVNIKOV HYDROSILYLATION; ENANTIOSELECTIVE SYNTHESIS; CLAISEN REARRANGEMENTS; ALKYNE HYDROSILYLATION; SILICON BOND; REGIO;

D O I：

10.1016/j.isci.2020.100985

中图分类号：

O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];

学科分类号：

07 ; 0710 ; 09 ;

摘要：

An iron-catalyzed highly anti-Markovnikov selective, enantioselective hydrosilylation of vinylcyclopropanes with PhSiH3 was reported for the preparation of valuable chiral allylic silanes via stereospecific C-C bond cleavage. Simultaneously, difficultly prepared chiral VCPs could be also obtained with moderate to excellent enantioselectivity via this kinetic resolution pathway. The chiral Z-allylic silanes could be converted to various chiral allylic derivatives. A possible mechanism via an iron-silyl species was proposed based on experimental and computational studies.

引用

页数：333

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