Stereoselective synthesis of allyl and homoallyl alcohols by the ring opening reactions of 2-(2-phenylthiocyclobutyl)oxiranes and oxetanes

Article abstract of DOI:10.1016/0040-4039(95)01815-Y

Titanium(IV) promoted ring opening reactions of 2-(2-phenylthiocyclobutyl)oxiranes and the corresponding oxetanes proceeded with high stereospecificity to give allyl and homoallyl alcohols in good yields. The reversal of stereoselectivity was observed in the similar reaction of the oxiranes using ethylaluminium dichloride as a catalyst.