THIOL AND DISULFIDE DERIVATIVES OF EPHEDRA ALKALOIDS .2. A MECHANISTIC STUDY OF THEIR EFFECT ON THE ADDITION OF DIETHYL ZINC TO BENZALDEHYDE

被引：79

作者：

FITZPATRICK, K ^{[1
]}

HULST, R ^{[1
]}

KELLOGG, RM ^{[1
]}

机构：

[1] UNIV GRONINGEN,GRONINGEN CTR CATALYSIS & SYNTH,DEPT ORGAN & MOLEC INORGAN CHEM,9747 AG GRONINGEN,NETHERLANDS

来源：

TETRAHEDRON-ASYMMETRY | 1995年 / 6卷 / 08期

关键词：

D O I：

10.1016/0957-4166(95)00237-J

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Thiol and disulfide derivatives of ephedrine have been shown previously to catalyse in high enantiomeric excess (ee) the reaction of diethyl zinc with benzaldehyde. We find that this reaction involves non-linear correlations between the ee of product and catalyst. Osmotic measurements indicate a high degree of aggregation of the zinc thiolates. The behaviour of the thiol derivatives deviates sharply from that of the oxygen analogue, N-methyl ephedrine.

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页码：1861 / 1864

页数：4

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