Copper??Catalyzed Highly Selective Semihydrogenation of Non??Polar Carbon??Carbon Multiple Bonds using a Silane and an Alcohol

K Semba, T Fujihara, T Xu, J Terao…

Index: Semba, Kazuhiko; Fujihara, Tetsuaki; Xu, Tinghua; Terao, Jun; Tsuji, Yasushi Advanced Synthesis and Catalysis, 2012 , vol. 354, # 8 p. 1542 - 1550

Full Text: HTML

Citation Number: 53

Abstract

Abstract A copper catalyst bearing a suitable Xantphos derivative or NHC ligand was found to be highly efficient for the selective semihydrogenation of non-polar unsaturated compounds using a mixture of a silane and an alcohol as reducing agent. The catalytic system was useful for the selective semihydrogenation of internal alkynes to (Z)-alkenes with suppression of overreduction to the corresponding alkanes. Furthermore, ...

Related Articles:

Stereospecific palladium-catalyzed coupling reactions of vinyl iodides with acetylenic tin reagents

[Stille,J.K.; Simpson,J.H. Journal of the American Chemical Society, 1987 , vol. 109, p. 2138]

Sonogashira coupling using bulky palladium-phenanthryl imidazolium carbene catalysis

[Ma, Yudao; Song, Chun; Jiang, Wei; Wu, Quansheng; Wang, Yong; Liu, Xueying; Andrus, Merritt B. Organic Letters, 2003 , vol. 5, # 18 p. 3317 - 3319]

Tetraarylphosphonium Halides as Arylating Reagents in Pd??Catalyzed Heck and Cross??Coupling Reactions

[Hwang, Lee Kyoung; Na, Youngim; Lee, Junseong; Do, Youngkyu; Chang, Sukbok Angewandte Chemie - International Edition, 2005 , vol. 44, # 38 p. 6166 - 6169]

Metal-Free, One-Pot, Sequential Protocol for Transforming α, β-Epoxy Ketones to β-Hydroxy Ketones and α-Methylene Ketones

[Xu, Ze-Feng; Cai, Chen-Xin; Liu, Jin-Tao Organic Letters, 2013 , vol. 15, # 9 p. 2096 - 2099]

Copper-and base-free Sonogashira-type cross-coupling reaction of triarylantimony dicarboxylates with terminal alkynes under an aerobic condition

[Wang, Xuan; Qin, Weiwei; Kakusawa, Naoki; Yasuike, Shuji; Kurita, Jyoji Tetrahedron Letters, 2009 , vol. 50, # 46 p. 6293 - 6297]

More Articles...