Palladium-Catalyzed Semihydrogenation of Alkynes with EtOH: Highly Stereoselective Synthesis of E- and Z-Alkenes

被引：6

作者：

Wang, Chengniu ^{[1
]}

Dong, Jin ^{[1
]}

Li, Tingting ^{[1
]}

Zhao, Xi ^{[1
]}

Xu, Dawei ^{[2
]}

机构：

[1] Nantong Univ, Inst Reprod Med, Med Sch, Nantong 226001, Jiangsu, Peoples R China

[2] Nantong Univ, Affiliated Hosp 2, Dept Orthopaed, Nantong 226001, Jiangsu, Peoples R China

来源：

SYNTHESIS-STUTTGART | 2022年 / 54卷 / 11期

基金：

中国国家自然科学基金;

关键词：

semihydrogenation; alkynes; palladium-catalyzed; highly stereoselective; EtOH as a hydrogen source; SELECTIVE SEMIHYDROGENATION; ENVIRONMENTALLY BENIGN; TRANSFER HYDROGENATION; TRANS-HYDROGENATION; COUPLING REACTION; REDUCING AGENTS; OLEFINS; COMPLEX; DERIVATIVES; ETHANOL;

D O I：

10.1055/a-1736-8721

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A palladium-catalyzed semihydrogenation of alkynes to E- and Z-alkenes employing EtOH as the hydrogenating agent is reported. The selectivity of the reaction system was effectively controlled by ligand/additive and solvent regulation. The use of sodium acetate/triethanolamine (NaOAc/TEOA), THF, and (1R,2R)-bis[(2-methoxyphenyl)phenylphosphino]ethane [(R,R)-DIPAMP] in CH3CN was critical for the stereoselective semihydrogenation of alkynes. The general applicability of this procedure was highlighted by the synthesis of more than 36 alkenes, in good yields with high stereoselectivities.

引用

页码：2687 / 2695

页数：9

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