ENANTIOPURE THIOSULFONIUM SALTS IN ASYMMETRIC-SYNTHESIS - FACE SELECTIVITY IN ELECTROPHILIC ADDITIONS TO UNFUNCTIONALISED OLEFINS

被引：53

作者：

LUCCHINI, V

MODENA, G

PASQUATO, L

机构：

[1] UNIV VENICE,DIPARTIMENTO SCI AMBIENTALI,I-30123 VENICE,ITALY

[2] CNR,CTR MECCAN REAZ ORGAN,DIPARTIMENTO CHIM ORGAN,I-35131 PADUA,ITALY

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1994年 / 13期

关键词：

D O I：

10.1039/c39940001565

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Enantiopure S-methylthiodinaphtho[2,1-c:1',2'-e][1,2]dithiiniium hexachloroantiomonate 3 transfers enantioselectively the MeS(+) group to trans-hex-3-ene, leading to non-racemic thiiranium ion 4, which, in turn, reacts with MeCN-H2O allowing the synthesis of optically active double functionalised alkanes with enantiomeric excesses of up to 86%.

引用

页码：1565 / 1566

页数：2

共 31 条

[1]

BERWICK A, 1985, J CHEM SOC P1, P1033

[2] A NEW AND EFFICIENT METHOD FOR THE RESOLUTION OF 1,1'-BINAPHTHALENE-2,2'-DIOL [J].