A Selective and Functional Group-Tolerant Ruthenium-Catalyzed Olefin Metathesis/Transfer Hydrogenation Tandem Sequence Using Formic Acid as Hydrogen Source

被引：25

作者：

Zielinski, Grzegorz K. ^{[1
,2
]}

Majtczak, Jaroslawa ^{[1
]}

Gutowski, Maciej ^{[1
]}

Grela, Karol ^{[1
]}

机构：

[1] Polish Acad Sci, Inst Organ Chem, Kasprzaka 44-52, Warsaw, Poland

[2] Selvita Serv Sp Zooo, Bobrzynskiego 14, PL-30348 Krakow, Poland

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2018年 / 83卷 / 05期

关键词：

ASYMMETRIC TRANSFER HYDROGENATION; N-HETEROCYCLIC CARBENE; ORGANIC-SYNTHESIS; HIGHLY EFFICIENT; CONTINUOUS-FLOW; COMPLEXES; REDUCTION; ALKENES; LIGANDS; ESTERS;

D O I：

10.1021/acs.joc.7b02468

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A ruthenium-catalyzed transfer hydrogenation of olefins utilizing formic acid as a hydrogen donor is described. The application of commercially available alkylidene ruthenium complexes opens access to attractive C(sp3)-C(sp3) bond formation in an olefin metathesis/transfer hydrogenation sequence under tandem catalysis conditions. High chemo-selectivity of the developed methodology provides a remarkable synthetic tool for the reduction of various functionalized alkenes under mild reaction conditions. The developed methodology is applied for the formal synthesis of the drugs pentoxyverine and bencyclane.

引用

页码：2542 / 2553

页数：12

共 11 条

[1] In tandem or alone: a remarkably selective transfer hydrogenation of alkenes catalyzed by ruthenium olefin metathesis catalysts
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[10] Transfer hydrogenation of N-benzylideneaniline catalyzed by ruthenium complexes with pincer-type phosphorus nitrogen ligands using propan-2-ol as the hydrogen source
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