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

被引：103

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.

引用

页码：1236 / 1242

页数：7

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