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

页码：3690 / 3692

页数：3

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