Chemistry Letters, Vol.33, No.5, 606-607, 2004
Double nucleophilic addition of azide and tetramethallyltin to alpha,beta-unsaturated aldimines promoted by aluminum chloride
In the presence of AlCl3, a mixture of hydrogen azide and tetramethallyltin underwent 1,4- and subsequently 1,2-addition, respectively, with alpha,beta-unsaturated aldimines to give 1,3-amino azides in good yields. The 1,3-amino azides thus obtained were readily converted into 1,3-diamines by reduction with LiAlH4.