Diastereoselective Friedel-Crafts reaction of α-trifluoromethyl imines derived from chiral amines

被引：44

作者：

Gong, YF ^{[1
]}

Kato, K ^{[1
]}

机构：

[1] Natl Inst Adv Ind Sci & Technol, Kita Ku, Nagoya, Aichi 4628510, Japan

来源：

TETRAHEDRON-ASYMMETRY | 2001年 / 12卷 / 15期

关键词：

D O I：

10.1016/S0957-4166(01)00402-5

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The Friedel-Crafts reactions of chiral N-(2,2,2-trifluoroethylidene)-1-arylethylamines 1a and 1b with various electron-rich aromatic compounds were examined. The reactions proceeded readily at room temperature in the presence of BF3.Et2O. Substituted products 2-12 were obtained in low to very high stereo selectivities (up to 100% d.e.). The absolute configuration of compound 12 was determined by X-ray analysis. Moreover, the chiral auxiliary from compounds 3 and 12 was selectively removed by palladium-catalyzed hydrogenolysis. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：2121 / 2127

页数：7

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