Reactions of allylic compounds such as allyl alcohols,allyl ethers,and allylamines using trans-Mo(N2)2(Ph2PCH2CH2PPh2)2 |
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Authors: | T. Tatsumi K. Hashimoto H. Tominaga Y. Mizuta K. Hata M. Hidai Y. Uchida |
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Affiliation: | Department of Synthetic Chemistry, Faculty of Engineering, University of Tokyo, Hongo, Tokyo 113 Japan;Department of Industrial Chemistry, Faculty of Engineering, University of Tokyo, Hongo, Tokyo 113 Japan |
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Abstract: | Double-bond migration of allylic alcohols and allylic alkyl ethers was catalytically effected with trans-Mo(N2)2(dpe)2(dpe = Ph2PCH2CH2PPh2). Decarbonylation occurred simultaneously in the case of allyl alcohol. Diallyl ether and allyl phenol ether gave the fragmentation products presumably through initial oxidative addition of the allylO bond. Allylamine was converted to N-propylideneallylamine and NH3. N,N-Dimethylallylamine was isomerized to N-trans-propenyldimethylamine, which was further transformed into 4-dimethylamino-1,3-hexadiene and dimethylamine on addition of oxygen. The catalytic allylation of methyl acetoacetate with allylic ethers and amines was achieved by use of trans-Mo(N2)2(dpe)2. |
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