Abstract: Cyclopropylmethylcarbinylamine and cyclopropylmethylcarbinol were resolved into optical antipodes and their configurations were related. The former was deaminated with aqueous nitrous acid to give the latter with 0-4 x net inversion of configuration. Solvolysis of N-methyl-4-alkoxypyridinium salts was investigated as a means of providing a leaving group which would not undergo “internal return.” Solvolysis rates for N-methyl-4-(cyclopro- ...