Free radical addition and cyclization reactions of [2-(4-(S)-isopropyl-2-oxazoline)-5-phenyl]dialkyltin hydrides

Radical addition reactions of [2-(4-(S)-isopropyl-2-oxazoline)-5-phenyl]dibutyl and dimethyl hydrides to activated double/triple bonds took place in good yields. Triethylborane in presence of oxygen can serve as a radicalinitiator. Addition ofstannyl radicals to N,N-(2-methoxycarbonyl-allyl)benzyl glycinate results in formation of the corresponding piperidine derivatives. The intramolecular tandem radical addition/cyclization process can be performed in high yields and good diastereoselectivity.