N,N-Dimethylaminobenzoates enable highly enantioselective Sharpless dihydroxylations of 1,1-disubstituted alkenes

被引：7

作者：

Zhao, Yaohong ^{[1
]}

Xing, Xiangyou ^{[1
]}

Zhang, Shaolong ^{[1
]}

Wang, David Zhigang ^{[1
]}

机构：

[1] Shenzhen Univ Town, Peking Univ, Shenzhen Grad Sch, Key Lab Chem Genom,Sch Chem Biol & Biotechnol, Shenzhen 518055, Peoples R China

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2014年 / 12卷 / 25期

关键词：

OLEFIN CIS-DIHYDROXYLATION; NONHEME IRON CATALYSTS; METAL-FREE; ASYMMETRIC DIHYDROXYLATION; ELECTRONIC POLARIZABILITY; OXIDATION SYSTEM; MOLECULAR-OXYGEN; DIACETOXYLATION; ACID; EPOXIDATION;

D O I：

10.1039/c4ob00621f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A design scenario aimed at exploring beneficial catalyst-substrate pi-pi stacking electronic interactions in the classical Sharpless asymmetric dihydroxylations (SAD) leads to the identification of highly polarizable allylic N,N-dimethylaminobenzoate as a remarkably efficient auxiliary for inducing high levels of enantioselectivities (up to 99% ee) in the traditionally challenging substrate class of 1,1-disubstituted aliphatic alkenes.

引用

页码：4314 / 4317

页数：4

共 6 条

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