Lithium Aluminum Hydride Reduction Studies of Rigid ￥á-Oximino Ketones

摘要

Rigid メ-oximino ketones containing two functional groups such as 2-oximino-1-acenaphthenone and 2-oximino-1-indanone were synthesized and the simultaneous reduction of the two functional groups of メ-oximino ketones by LiAlH4 gave the corresponding amino alcohols, 2-amino-1-acenaphthenol and 2-amino-1-indanol. The yields of the reduction products of the メ -oximino ketones remarkably increased, as the increase of molar ratio of hydride used to the reactant. The use of 24 moles of LiAlH4 was found to afford the best result in the reduction of the rigid メ-oximino ketones to the corresponding amino alcohols. The yields was not affected by the variation of solvents such as ether, THF and diglyme.