Mitsuhisa Tamura

C3 epimerization and selective C2C3 bond fission of alkyl chrysanthemate

Abstract Treatment of alkyl chrysanthemate with Lewis acid leads to C 3 epimerization, while protonic acid treatment gives rise to selective C 2 C 3 bond cleavage. The latter method is successfully applied to the synthesis of optically active tetrahydrolavandulol.

A stereoselective synthesis of β,γ-disubstituted allylic alcohols of z-configuration

Abstract Reaction of alkyllithiums 1 with isoprene epoxide 2 gives β,γ-disubstituted allylic alcohols 3 of Z-configuration. The reaction of π-lithiotricyclene as alkyllithium gives α-santalol 5 , which is one of the main constituents in East Indian sandalwood oil.