Cyclic acetates, asymmetric allylic alkylations

Alkylation of sodium 1-(alkoxycarbonyl)methyIphosphonates proceeds equally with acetates in THF from low to room temperature or in DME at reflux. The asymmetric allylic alkylation of the sodium diethyl l-(ethoxycarbonyl)methylphosphonate with 3-acetoxy-l,3-diphenyl-l-propene and cyclic allylic acetates in the presence of a chiral palladium catalyst, prepared from chiral phosphine and palladium acetate, in THF at room temperature proceeds in good yields (44-88%) and high ec s. ... 

Asymmetric nickel-catalyzed allylic alkylation with soft carbon-centered nucleophiles was reported in 1996 by Mortreux and his co-workers. Use of a catalytic amount of [Ni(cod)2] together with chiral diphosphines 138 promotes the allylic alkylation of a cyclic ester such as 2-cyclohexenyl acetate with dimethyl malonate in the presence of BSA and gives the corresponding alkylated compounds only with a moderate enantioselectivity (40% ee) (Equation (42)). 

Cyano compounds liquid crystals, 12, 278 in silver(III) complexes, 2, 241 Cyanocuprates, with copper, 2, 186 Cyano derivatives, a-arylation, 1, 361 Cyanosilanes, applications, 9, 322 Cyclic acetals, and Grignard reagent reactivity, 9, 53 Cyclic alkenes, asymmetric hydrosilylation, 10, 830 Cyclic alkynes, strained, with platinum, 8, 644 Cyclic allyl boronates, preparation, 9, 196 Cyclic allylic esters, alkylation, 11, 91 Cyclic amides, ring-opening polymerization, via lanthanide catalysis, 4, 145... 

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