NEW CHIRAL AMINOPHOSPHINES AND THEIR USE IN ASYMMETRIC CATALYSIS

被引：97

作者：

WIMMER, P

WIDHALM, M

机构：

[1] Institut für Organische Chemie, Universität Wien, A-1090 Vienna

来源：

TETRAHEDRON-ASYMMETRY | 1995年 / 6卷 / 03期

关键词：

D O I：

10.1016/0957-4166(95)00053-R

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Chiral aminophosphines 4, 5 and 8 were synthesized from 1 in 34%, 57% and 42% overall yield, respectively. The new ligands were investigated with respect to their efficiency in the allylic alkylation of 1,3-diphenyl-1-acetoxy-2-propene with sodium malonate, the cross-coupling reaction of phenethylmagnesium chloride with vinyl bromide, and asymmetric hydrogenations of unsatured mono- and dicarbonic acids. The highest asymmetric inductions were observed with 4 (dimethyl 1,3-diphenyl-allyl-propandioate, 96% e.e.) and 5 (N-acetylphenylalanine, 77% e.e.; methylsuccinic acid, 56% e.e., 3-phenyl-1-butene 47% e.e.).

引用

页码：657 / 660

页数：4

共 23 条

[1]

Berner E, 1939, LIEBIGS ANN CHEM, V538, P1

[2] ASYMMETRIC CATALYSIS .51. NEW OPTICALLY-ACTIVE CHELATING PHOSPHINES - SYNTHESIS AND APPLICATION IN ENANTIOSELECTIVE CATALYSIS [J].