专利号:US-4391984-A 优先权日:1980-05-26 标 题 :Alkynyl halide compounds and alkenyl acetate compounds therefrom 发明人:ISHIHARA TOSHINOBU; YAMAMOTO AKIRA; TAGUCHI KENICHI 权利人:SHINETSU CHEMICAL CO 摘要:The invention provides a novel method for the synthetic preparation of an ω-haloalkyne compound of the general formula R--C.tbd.C--CH 2 ) n X, in which X is a halogen atom, R is a monovalent hydrocarbon group and n is 4, 5 or 6, by the coupling reaction of a Grignard reagent RMgX' and an ω-halo-1-bromoalkyne compound of the formula X--CH 2 ) n C.tbd.C-Br. The ω-haloalkyne compound obtained in the above can be readily converted to the corresponding alkenyl acetate of the formula R--CHâ•?CH--CH 2 ) n OCOCH 3 by first acetylating and then partially hydrogenating in the presence of a Lindlar catalyst. In particular, 7, 11-hexadecadienyl acetate, which is a sexual pheromone compound of a noxious insect, is obtained in the same route of synthesis starting with the Grignard reagent of a 1-halo-3-octene and 1, 8-dibromo-1-octyne.
参考标题:Diversity Oriented Synthesis Of Conjugate Dienes And Alkenylcyclopropanes Utilizing Silyl Group-Substituted Titanium Carbene Complexes As Bimetallic Synthetic Reagents 作者:Takeshi Takeda,Ayako Mori,Tomoya Fujii,Akira Tsubouchi |发布日期:2014.9 摘要:Sequential Reactions Using Silyl Group-Substituted Titanium Carbene Complexes Was Studied. Dienylsilanes Were Obtained By The Olefination Of Carbonyl Compounds With γ-Silylvinylcarbene Complexes. Cyclopropanation Of 1-Alkenes With The Vinylcarbene Complexes Produced (E)-(β-Silylvinyl)Cyclopropanes With High Stereoselectivity. The Reaction Of β-(Trialkylsilyl)Carbene Complexes With Zinc Alkoxides Of Homopropargyl
合成参考文献
摘要:Biffis, A.; Tubaro, C., Science of Synthesis: N-Heterocyclic Carbenes in Catalytic Organic Synthesis, (2016) 1, 411.