Asymmetric synthesis of trifluoromethylated allylic amines using α,β-unsaturated N-tert-butanesulfinimines

被引：123

作者：

Prakash, GKS

Mandal, M

Olah, GA

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：

ORGANIC LETTERS | 2001年 / 3卷 / 18期

关键词：

D O I：

10.1021/ol010134x

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] The trifluoromethide ion generated in situ from TMSCF3 and TBAT (tetrabutylammonium triphenyldifluorosilicate), as well as TMAF (tetramethylammonium fluoride), adds to the alpha,beta -unsaturated hkert-butanesulfinimines exclusively in a 1,2 fashion with high diastereoselectivities, affording the first examples of chiral trifluoromethylated allylic amines.

引用

页码：2847 / 2850

页数：4

共 30 条

[1]

Banks R.E., 1994, ORGANOFLUORINE CHEM

[2] Palladium-catalysed asymmetric allylic substitution: Synthesis of alpha- and beta-amino acids [J].