A new chiral auxiliary in enantioselective hydrogenations: (-)-dihydrovinpocetine. Hydrogenation of ethyl pyruvate .2.

被引：29

作者：

Tungler, A

Mathe, T

Fodor, K

Sheldon, RA

Gallezot, P

机构：

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

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

[3] INST RECH CATALYSE,CNRS,F-69626 VILLEURBANNE,FRANCE

来源：

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL | 1996年 / 108卷 / 03期

基金：

匈牙利科学研究基金会;

关键词：

dihydrovinpocetine; hydrogenation; enantioselectivity; chiral auxiliary; ethyl pyruvate;

D O I：

10.1016/1381-1169(95)00274-X

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 functions as a chiral auxiliary in the enantioselective hydrogenation of the C=O group of ethyl pyruvate. Various catalysts, supports, solvents have been screened. The effect of modifier's concentration, acetic acid additive and of combined modifiers (+ dihydro-cinchonidine and -cinchonine) is described. The highest optical yield (30%) is obtained with a Pt on alumina catalyst, Mechanistic considerations and comparison with the known Pt/cinchona system have been made.

引用

页码：145 / 151

页数：7

共 8 条

[1]

Blaser H. U., 1988, STUD SURF SCI CATAL, P153

[2]

BLASER HU, 1991, STRUCTURE ACTIVITY S

[3] ASYMMETRIC HYDROGENATION WITH MODIFIED RANEY NICKEL .1. STUDIES ON MODIFIED HYDROGENATION CATALYST .2. [J].