A NEW CHIRAL AUXILIARY IN ENANTIOSELECTIVE HYDROGENATIONS - (-)-DIHYDROVINPOCETINE .1. HYDROGENATION OF ISOPHORONE

被引：44

作者：

TARNAI, T

TUNGLER, A

MATHE, T

PETRO, J

SHELDON, RA

TOTH, G

机构：

[1] TECH UNIV BUDAPEST,DEPT ORGAN CHEM TECHNOL,H-1521 BUDAPEST,HUNGARY

[2] TECH UNIV BUDAPEST,HUNGARIAN ACAD SCI,ORGAN CHEM TECHNOL RES GRP,H-1521 BUDAPEST,HUNGARY

[3] DELFT UNIV TECHNOL,ORGAN CHEM & CATALYSIS LAB,2628 BL DELFT,NETHERLANDS

[4] TECH UNIV BUDAPEST,TECH ANALYT RES GRP,H-1111 BUDAPEST,HUNGARY

来源：

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL | 1995年 / 102卷 / 01期

关键词：

CHIRAL AUXILIARY; DIHYDROVINPOCETINE; ENANTIOSELECTIVITY; HYDROGENATION; ISOPHORONE;

D O I：

10.1016/1381-1169(95)00093-3

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

A vinca-type synthetic alkaloid:(-)-dihydrovinpocetine is a promising chiral auxiliary in the enantioselective hydrogenation of the prochiral C=C bond of isophorone. Various catalytic metals and supports have been screened. The effect of acidic additives is described. The highest optical yield (38%) is obtained with a Pd black catalyst. Mechanistic considerations and comparison with the known Pt/cinchona system have been made.

引用

页码：41 / 47

页数：7

共 10 条

[1] ENANTIOSELECTIVE HYDROGENATION OF ALPHA-KETOESTERS WITH CINCHONA-MODIFIED PLATINUM CATALYSTS - EFFECT OF ACIDIC AND BASIC SOLVENTS AND ADDITIVES [J].