2001 amination, N-alkylation, N-arylation

amination, N-alkylation, N-arylationO 0268

21 - 053Palladium-Catalyzed Allylic Substitution of Allyl Vinyl Carbonate.— Cyclohexenes (Ib) and (IVb) bearing the vinyl carbonate leaving group aresignificantly more reactive in the palladium-catalyzed asymmetric aminationreaction with amine (II) than the other cyclohexenes bearing the methylcarbonate or the isoprenyl carbonate leaving groups. In each case, the leavinggroup does not affect the enantioselectivity of aminated products (III) and (V).Inter- and intramolecular competitive reactions are carried out which confirmthe higher reactivity of the vinyl carbonate group. — (MORI, MIWAKO;NISHIMATA, TOYOKI; NAGASAWA, YUJI; SATO, YOSHIHIRO; Adv.Synth. Catal. 343 (2001) 1, 34-36; Grad. Sch. Pharm. Sci., Hokkaido Univ.,Sapporo 060, Japan; EN)

1