Asymmetric synthesis of α-monofluoromethyl- and α-difluoromethylbenzylamines through regioselective hydrogenolysis

被引：14

作者：

Kanai, M ^{[1
]}

Ueda, K

Yasumoto, M

Kuriyama, Y

Inomiya, K

Ootsuka, T

Katsuhara, Y

Higashiyama, K

Ishii, A

机构：

[1] Cent Glass Co Ltd, Chem Res Ctr, Kawagoe, Saitama 3501151, Japan

[2] Hoshi Univ, Fac Pharmaceut Sci, Tokyo 1428501, Japan

来源：

JOURNAL OF FLUORINE CHEMISTRY | 2005年 / 126卷 / 03期

关键词：

asymmetric synthesis; alpha-monofluoromethylbenzylamine; alpha-difluoromethylbenzylamine; regioselective hydrogenolysis; diastereomerically pure bis(alpha-methylbenzyl)amine derivative; partially fluorinated methyl group; opposite asymmetric induction;

D O I：

10.1016/j.jfluchem.2005.01.009

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Asymmetric synthesis of alpha-monofluoromethyl- and alpha-difluoromethylbenzylamines through regioselective hydrogenolysis is described. Hydrogenolysis of diastereomerically pure bis(alpha-methylbenzyl)amine derivatives having partially fluorinated methyl group at benzylic position also proceeded with a high regioselectivity as well as in the case of alpha-trifluoromethyl group. Moreover, opposite asymmetric induction was observed in reduction of chiral imines derived from partially fluorinated acetophenone and alpha-phenylethylamine. (c) 2005 Elsevier B.V. All rights reserved.

引用

页码：377 / 383

页数：7

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