| Abstract: | Described are synthetic sequences which effect allylic transformations I and II. Sequence I involves (1) conversion of a primary allyl alcohol into the corresponding N, N-dimethyl-amine oxide, (2) 2,3]-rearrangement to give an N, N-dimethylhydroxylamine and (3a) reduction to give the ‘rearranged’ secondary or tertiary allyl alcohol e.g. 36 → 35 → 37 → 40 ]. Sequence II involves the same steps (1) and (2), followed by (3b) N-methylation of a secondary N, N-dimethyl-hydroxylamine and (4) Hofmann elimination to give a vinyl ketone e.g. 11 → 12 → 13 → 14 → 15 ]. |
