Enantioselective synthesis of homoallylamines by nucleophilic addition of chirally modified allylboron reagents to imines

Article abstract of DOI:10.1002/anie.199701091

N-silylated imines are well-suited for reaction with chirally modified allylboron reagents to give enantiomerically enriched primary homoallylamines in high yields [Eq. (a)]. The chiral ligand, here N-tosyl-(-)-norephedrin, can be recovered after the reaction and used again to generate the chiral allylboron reagent. Ts = p-toluenesulfonyl.