- A stereospecific synthesis of 1,2-disubstituted homopropargylic protected alcohols from bromoallenols
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Bromoallenols derived from propargylic epoxides are transformed in two steps and in a stereospecific fashion into 1,2-disubstituted homopropargylic protected alcohols with Grignard reagents with or without copper salts.
- Bernard, Nicolas,Chemla, Fabrice,Normant, Jean F.
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- METHOD FOR PRODUCING ALKENE COMPOUND HAVING ACYLOXY GROUP AT TERMINAL
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PROBLEM TO BE SOLVED: To provide a method for producing an alkene compound having an acyloxy group easily in a small number of steps and more inexpensively. SOLUTION: There is provided a method for producing a compound represented by the following general formula (1) which comprises a step of reacting an acylated lactol with a Wittig reagent or a Wittig-Horner reagent in the presence of a basic substance (n, R1, R2 and R3 are as defined in the description). COPYRIGHT: (C)2015,JPOandINPIT
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Paragraph 0060
(2016/12/16)
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- An alternative mechanism for the cobalt-catalyzed isomerization of terminal alkenes to (Z)-2-alkenes
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The cobalt-catalyzed selective isomerization of terminal alkenes to the thermodynamically less-stable (Z)-2-alkenes at ambient temperatures takes place by a new mechanism involving the transfer of a hydrogen atom from a Ph2PH ligand to the starting material and the formation of a phosphenium complex, which recycles the Ph2PH complex through a 1,2-H shift.
- Schmidt, Anastasia,N??dling, Alexander R.,Hilt, Gerhard
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supporting information
p. 801 - 804
(2015/03/04)
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- Transformation of Carbon-Oxygen into Carbon-Carbon Bonds Mediated by Low-Valent Nickel Species
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The substitution of alkoxy groups of enol ethers (1-methoxycyclohexenes, 1-methoxy-1-alkenes, and benzofuran) and aryl ethers (methoxynaphthalenes, cresyl methyl ethers, and dimethoxybenzenes) by hydrogen, alkyl groups, and aryl units, through Grignard reactions catalyzed by bis(triphenylphosphine)nickel dichloride or nickel dichloride, is described.The stereochemistry of the new reaction is portrayed, especially in connection with processes involving ring opening of dihydropyrans and dihydrofurans.The reaction has been applied to the synthesis of a termite trail pheromone and the acetate of the Douglas fir beetle aggregation pheromone.
- Wenkert, Ernest,Michelotti, Enrique L.,Swindell, Charles S.,Tingoli, Marco
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p. 4894 - 4899
(2007/10/02)
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