Diastereoselective Hartwig-Buchwald reaction of chiral amines with rac-[2.2]paracyclophane derivatives

被引：44

作者：

Kreis, M ^{[1
]}

Friedmann, CJ ^{[1
]}

Bräse, S ^{[1
]}

机构：

[1] Univ Karlsruhe, TH, Inst Organ Chem, D-76131 Karlsruhe, Germany

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2005年 / 11卷 / 24期

关键词：

asymmetric catalysis; catalyst screening; cross-coupling reaction; palladium; paracyclophanes;

D O I：

10.1002/chem.200500386

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A Hartwig-Buchwald addition of a variety of chiral amines to rac-4-bromo-[2.2]paracyclophane and rac-trifluoromethanesulfonic acid (4-[2.2]paracyclophane) ester was performed with high diastereoselectivities. Kinetic racemic resolution of the starting materials was achieved, providing a rapid access to enantiomerically enriched 4-bromo-[2.2]paracyclophane and the corresponding enantiomerically pure [2.2]paracyclophane amines. Additionally, the first reaction of a secondary amine with a [2.2]paracyclophane halide was achieved.

引用

页码：7387 / 7394

页数：8

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