Acyclic Stereocontrol in the Catalytic C-H Amination of Benzylic Methylene Groups

被引：30
|
作者：
Noerder, Anike [1 ]
Herrmann, Pavel [1 ]
Herdtweck, Eberhard [2 ]
Bach, Thorsten [1 ]
机构：
[1] Tech Univ Munich, Lehrstuhl Organ Chem 1, D-85747 Garching, Germany
[2] Tech Univ Munich, Lehrstuhl Anorgan Chem, D-85747 Garching, Germany
来源：
ORGANIC LETTERS | 2010年 / 12卷 / 16期
关键词：
CRAFTS ALKYLATION REACTIONS; BOND FUNCTIONALIZATION; DERIVATIVES; AMIDATION; HYDROCARBONS; CARBOCATIONS; INSERTIONS; CONVERSION; AMINES; SCOPE;
D O I：
10.1021/ol101517v
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Diastereotopos-differentiation is the key feature of the catalytic C-H amination at the benzylic position of substrate 1. Essentially independent of the functional group X (X = COOMe, PO(OEt)(2), SO2Ph, NO2, CN, OAc), the depicted products 2 are formed with good (dr = 80/20) to excellent (dr > 95/5) diastereoselectivity. The reaction proceeds without racemization and possesses potential for the C-H amination of open-chain substrates.
引用
收藏
页码：3690 / 3692
页数：3
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