Yoshio Tanigawa

Palladium(O)-catalyzed allylic alkylation and amination of allylic phosphates☆

Abstract Allyl diethyl phosphates (1) can be easily substituted with malonates and amines in the presence of palladium(O) catalyst. Synthetic utility of the reaction is demonstrated by the sequential amination-amination and alkylation-amination of (Z)-4-acetoxybut-2-enyl diethyl phosphate (1b) with high regio- and stereoselectivity.

Palladium(O) catalyzed azidation and amination of allyl acetates. Selective synthesis of allyl azides and primary allylamines

Abstract Palladium catalyzed reaction of allyl acetates with azide ion gives allyl azides, which are readily converted into the corresponding primary allylamines upon treatment with PPh 3 /NaOH.

Regio- and stereoselective synthesis of allylsilanes using (methylphenylamino) tributylphosphonium iodine

Abstract Regio- and stereoselective synthesis of variously substituted allylsilanes is achieved by organocuprate-mediate γ-coupling of allylic alcohols using the title reagent ( 1 ).

Reactions of trans-cinnamyltriethyl- and trans-cinnamyltriphenyltin with tribromoborane, preferential transfer of the cinnamyl group from tin to boron

Abstract The syntheses of trans -cinnamyltriethyl- and trans -cinnamyltriphenyltin and their reactions with tribromoborane are described. The trans -cinnamyl residue on the tin is found to be transferred preferentially to boron, probably through a four-centered transition state or a six-membered cyclic transition state. The double bond in trans -cinnamyl group is attacked later by tribromoborane.