| Abstract: | The sodium borohydride reduction of both cis and trans-1-cyclohexyl-2-phenyl-3-aroylaziridines provides in each case the corresponding carbinol as a mixture of the two possible diastereoisomeric racemates, whereas reduction of these ketones with lithium aluminum hydride or with lithium diisopropylamide provides only the racemate resulting from attack on the carbonyl group from the least hindered side. Catalytic hydrogenation of a cis aziridinyl ketone cleaved the aziridine ring and provided an amino carbinol. |
