- Reductive C-O, C-N, and C-S Cleavage by a Zirconium Catalyzed Hydrometalation/β-Elimination Approach
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A zirconium catalyzed reductive cleavage of Csp3 and Csp2 carbon-heteroatom bonds is reported that makes use of a tethered alkene functionality as a traceless directing group. The reaction is successfully demonstrated on C-O, C-N, and C-S bonds and proposed to proceed via a hydrozirconation/β-heteroatom elimination sequence of an in situ formed zirconium hydride catalyst. The positional isomerization of the catalyst further enables the cleavage of homoallylic ethers and the removal of terminal allyl and propargyl groups.
- Matt, Christof,K?lblin, Frederic,Streuff, Jan
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supporting information
p. 6983 - 6988
(2019/09/09)
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- METHOD OF PRODUCING VINYL ETHER, AND CATALYST FOR ETHER EXCHANGE REACTION
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PROBLEM TO BE SOLVED: To provide a method for producing vinyl ether that allows a reaction to sufficiently proceed even in a small amount of catalyst, and facilitates the recovery and reuse of the catalyst with excellent operability. SOLUTION: A method for producing vinyl ether represented by formula (3) is characterized in that alcohol and vinyl ether represented by formula (2) are subjected to ether replacement reaction. There is also provided catalyst that comprises a metal nano cluster obtained by heating a transition metal compound in solvent comprising coordination organic solvent and a nitrogen-containing heterocyclic compound. SELECTED DRAWING: None COPYRIGHT: (C)2016,JPOandINPIT
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Paragraph 0140
(2017/08/14)
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- Au(I) complexes-catalyzed transfer vinylation of alcohols and carboxylic acids
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Au(I) complexes-catalyzed transfer vinylation of alcohols and carboxylic acids has been achieved. The catalyst system consists of 2 mol % AuClPPh3 and 2 mol % AgOAc. Primary alcohols and secondary alcohols were converted into corresponding vinyl ethers in good yield (64-93%); however, tertiary alcohols showed poor reactivities. Carboxylic acids were also transformed into corresponding vinyl esters in good yield (78-96%).
- Nakamura, Aki,Tokunaga, Makoto
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p. 3729 - 3732
(2008/09/20)
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- Process for producing vinyl ether compounds
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A process produces vinyl ether compounds and includes allowing a vinyl ester compound represented by following Formula (1): 1wherein R1, R2, R3 and R4 are the same or different and are each a hydrogen atom or an organic group, to react with a hydroxy compound represented by following Formula (2):R5OH??(2)wherein R5 is an organic group, in the presence of at least one transition element compound to thereby yield a vinyl ether compound represented by following Formula (3): 2wherein R2, R3, R4 and R5 have the same meanings as defined above. Such transition element compounds include iridium compounds and other compounds containing Group VIII elements.
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- Synthesis of allyl and alkyl vinyl ethers using an in situ prepared air-stable palladium catalyst. Efficient transfer vinylation of primary, secondary, and tertiary alcohols
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An air-stable palladium catalyst formed in situ from commercially available components efficiently catalyzed the transfer vinylation between butyl vinyl ether and various allyl and alkyl alcohols to give the corresponding allyl and alkyl vinyl ethers in 61-98% yield in a single step.
- Bosch, Martin,Schlaf, Marcel
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p. 5225 - 5227
(2007/10/03)
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- Development of a highly efficient catalytic method for synthesis of vinyl ethers
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A new method for the preparation of alkyl vinyl ethers has been developed. Thus, various types of alkyl vinyl ethers were synthesized by the reaction of alcohols with vinyl acetate under the influence of a catalytic amount of [Ir(cod)Cl]2 combined with Na2CO3 in good to excellent yields. Copyright
- Okimoto, Yoshio,Sakaguchi, Satoshi,Ishii, Yasutaka
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p. 1590 - 1591
(2007/10/03)
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