Stereoselective synthesis of (R)- and (S)-α-trifluoromethyl aspartic acid via titanium enolate addition to a sulfinimine of trifluoropyruvate

被引：36

作者：

Lazzaro, F

Crucianelli, M

De Angelis, F

Frigerio, M

Malpezzi, L

Volonterio, A

Zanda, M

机构：

[1] Univ Aquila, Dipartimento Chim Ingn Chim & Mat, I-67010 Coppito, Italy

[2] Politecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, Italy

[3] CNR, Ist Chim Riconoscimento Mol, I-20131 Milan, Italy

来源：

TETRAHEDRON-ASYMMETRY | 2004年 / 15卷 / 05期

关键词：

D O I：

10.1016/j.tetasy.2004.01.013

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The reaction of an enantiomerically pure sulfinimine of trifluoropyruvate with several metal enolates is described. The use of TiCl(O-iPr)(3)/LDA produced the corresponding sulfinamides with high stereocontrol. The latter could be smoothly transformed into each enantiomer of alpha-trifluoromethyl aspartic acid with high ee, which has been previously synthesized only in racemic form. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：889 / 893

页数：5

共 19 条

[1] SIR97:: a new tool for crystal structure determination and refinement [J].