Studies on Addition Reactions of Trimethyltin Hydride to Cyclobutene Derivatives and Structure of the Adducts

Abstract

The addition reaction of trimethyltin hydride to methyl-3, 3-dimethyl-1-cyclobutene carboxylate (1a) or 3, 3-dimethyl-1-eyclobutene carbonitrile(1b) in the presence of AIBN was studied. The B-adducts(2a, 2b), were found consisting of trans adduct (76%) and cis adduct (24%), were obtained in 57 and 50%e yields respectively. Further, the preparation of dimethylbromotin. derivatives of (2 a) and (2b) was tried. The NMR spectra of stereoisomer obtained in this paper were also discussed.