The metal hydride reduction products of some styryl ketones and dimethylaminomethyl Mannich bases have been investigated. Sodium borohydride selectively attacked the carbonyl carbon atom to give the desired allylic alcohols. Reduction of 1-phenyl-1-nonen-3- one with lithium aluminum hydride gave 1-phenyl-3-nonanol which represents the conjugate addition product. Fragmentations of 1-phenyl-1-nonen-3-ol were compared to the modes ...
