Efficient 1,3-asymmetric inductions during nucleophilic additions to imineand iminium ion derivatives

Two new beta-amino alcohols have been synthesized by a reaction between an organolithium compound 1 involving an allylsilane moiety with either an imi ne or an oxazolidine derived from (S)-phenylglycinol. These reactions occur red in good yields and with high diastereoselectivity. Both amino-alcohols were engaged in cyclization reaction with glyoxal to afford in two steps hi ghly functionalized bicyclic lactones.