methyl-4-piperidone (1). The successful reduction of thiamine chloride'and numerous imines* with complex metal hydrides led to a study of these reductions with 2a. Sodium borohydride gave no reaction. Lithium aluminum hydride caused reduction of the double bond, but hydrogenolysis of the thiazolidine ring may have occurred in a manner similar to that described by Eliel and co-workersg to give 4. Since the product of this reaction was ...