1999amines amines (naphthalene compounds) Q 0810
-127Stereo-and Regioselectivity in Asymmetric Synthesis of α-Amino Substituted Benzocyclic Compounds. -The key steps in the synthesis of the title compounds (V), which are potentially useful pharmaceutical synthons, are stereoselective reduction of the imines (III) and regioselective C-N bond cleavage. -(GUTMAN, ARIE L.; ETINGER, MARINA; NISNEVICH,
Photolysis of diaryl vic-tetraketones results in formation of tricyclic-gamma-lactones 3 and 4 with low quantum but high chemical yield. (Aroyloxy)arylketenes and carbon monoxide are the initial photochemical products of these photolyses. Subsequent reaction of ketene with ground-state tetraketone results in formation of the observed photoproducts via intermediate beta-lactones. The latter are formed with a high degree of stereoselectivity. The failure of a cyclic tetraketone to react is attributed to its inability to undergo the cyclic mechanism proposed for formation of ketenes from tetraketones. Dimesityl and di-tert-butyl tetraketones react by a competing intramolecular hydrogen atom transfer mechanism. Dimerization of (benzoyloxy)phenylketene and its reactions with a number of tetraketones are described.
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