38227-27-9Relevant academic research and scientific papers
Chemical and electrochemical reductions of some allyl type halides catalyzed by vitamin B12
Petrovic, Zorica D.,Konstantinovic,Scheffold,Milosavljevic
, p. 765 - 768 (2007/10/03)
Chemical and electrochemical reductions of some attyl type halides catalyzed by vitamin B12 have been studied. Geranyl bromide 1 and methyl (2E, 6E) 8-bromo-3,7-dimethylocta-2,6- dienoate 2 have been used as substrates and subjected to chemical and electrochemical reduction. The formation and distribution of the reaction products of these substrates can be explained by free radical mechanisms, namely by reductive reactions of some functional groups, rearrangements and intermolecular coupling of intermediate radicals.
Regio- and Stereoselective Synthesis of 1,5-Dienes Using Allylic Barium Reagents
Yanagisawa, Akira,Hibino, Hiroaki,Habaue, Shigeki,Hisada, Yoshiyuki,Yasue, Katsutaka,Yamamoto, Hisashi
, p. 1263 - 1268 (2007/10/03)
The highly α,α' selective and sterocontrolled homocoupling reaction of allylic halides was achieved using barium reagent.The double-bond geometry of the starting allylic chloride was completely retained.The α,α' cross-coupling products were also prepared stereospecifically and regioselectively by this method.
Highly Selective Homocoupling Reaction of Allylic Halides Using Barium Metal
Yanagisawa, Akira,Hibino, Hiroaki,Habaue, Shigeki,Hisada, Yoshiyuki,Yamamoto, Hisashi
, p. 6386 - 6387 (2007/10/02)
The highly α,α' selective and stereocontrolled homocoupling reaction of allylic halides was achieved using barium reagent.The double-bond geometry of the starting allylic chloride was completely retained. α,α' Cross-coupling products were also prepared stereospecifically and regioselectively by this method.
Reaction of Organic Halides with Chlorotris(triphenylphosphine)cobalt(I)
Momose, Den-ichi,Iguchi, Kazuo,Sugiyama, Toshikazu,Yamada, Yasuji
, p. 1840 - 1853 (2007/10/02)
Reaction of various types of organic halides with a monovalent cobalt complex, chlorotris(triphenylphosphine)cobalt(I) is described.Reaction of benzylic monohalides, dihalides and trihalides with CoCl(Ph3P)3 gave a coupling product with formation of a carbon-carbon single bond, double bond and triple bond, respectively, under mild and non-basic conditions.Dehalogenation of non-benzylic vicinal dihalides with the reagent took place cleanly to give an olefin in high yield.Reductive coupling of allylic halides using the reagent afforded regioselectively a 1,5-diene with retention of the stereochemistry of the carbon-carbon double bond of the allylic halides used.By using this reaction, (E,E,E,E)-squalene was stereospecifically synthesized from (E,E)-farnesyl bromide.Reaction of halohydrins with CoCl(Ph3P)3 gave exclusively a ketone in the presence of an amine or olefin through an alkylcobalt intermediate.A 1,2-hydrogen shift is involved in this reaction.Keywords - chlorotris(triphenylphosphine)cobalt(I); coupling reaction; benzylic halides; allylic halides; synthesis of 1,5-diene; squalene; halohydrin; ketone synthesis.
