Unlocking Hydrogenation for C-C Bond Formation: A Brief Overview of Enantioselective Methods

被引：102
|
作者：
Hassan, Abbas [1 ]
Krische, Michael J. [1 ]
机构：
[1] Univ Texas Austin, Dept Chem & Biochem, Austin, TX 78712 USA
来源：
ORGANIC PROCESS RESEARCH & DEVELOPMENT | 2011年 / 15卷 / 06期
关键词：
ALDEHYDE OXIDATION LEVEL; CATALYZED CARBONYL ALLYLATION; ASYMMETRIC-SYNTHESIS; FORMING HYDROGENATION; ALLYLIC AMINES; CONJUGATED ALKYNES; ALPHA-KETOESTERS; IMINE VINYLATION; ALCOHOL; RHODIUM;
D O I：
10.1021/op200195m
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
Hydrogenation of pi-unsaturated reactants in the presence of carbonyl compounds or imines promotes reductive C-C coupling, providing a byproduct-free alternative to stoichiometric organometallic reagents in an ever-increasing range of C=X (X = O, NR) additions. Under transfer hydrogenation conditions, hydrogen exchange between alcohols and pi-unsaturated reactants triggers generation of electrophile nucleophile pairs, enabling carbonyl addition directly from the alcohol oxidation level, bypassing discrete alcohol oxidation and generation of stoichiometric byproducts.
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页码：1236 / 1242
页数：7
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