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Reactions of allylic compounds such as allyl alcohols,allyl ethers,and allylamines using trans-Mo(N2)2(Ph2PCH2CH2PPh2)2
Authors:T Tatsumi  K Hashimoto  H Tominaga  Y Mizuta  K Hata  M Hidai  Y Uchida
Institution: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
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 allylO 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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