Stereoselective synthesis of trifluoromethylated vicinal ethylenediamines with α-amino N-tert-butanesulfinimines and TMSCF3

被引：118

作者：

Prakash, GKS

Mandal, M

机构：

[1] Univ So Calif, Donald P & Katherine B Loker Hydrocarbon Res Inst, Los Angeles, CA 90089 USA

[2] Univ So Calif, Dept Chem, Los Angeles, CA 90089 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2002年 / 124卷 / 23期

关键词：

D O I：

10.1021/ja020482+

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Isolable α-amino N-tert-butanesulfinimines were prepared through the condensation of Reetz's α-amino aldehydes (prepared from α-amino acids) with Ellman's (R)-N-tert-butanesufinamide without any racemization, and these were trifluoromethylated with TMSCF3 and TMAF (tetramethylammonium fluoride) to the corresponding vicinal ethylenediamines derivatives. Imines derived from l-amino acids gave exclusively one diastereomer with a very high yield. Copyright © 2002 American Chemical Society.

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页码：6538 / 6539

页数：2

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