Amino alcohols diazo ketones

Certain aryl-substituted a- and /S-amino Intones have been successfully reduced to amino alcohols by catalytic hydrogenation over palladium, platinum, or nickel catalysts. Cleavage of the carbon chain sometimes occurs during catalytic hydrogenation of /S-amino ketones. Fair yields of the amino alcohols ate obtained in these cases by reduction with sodium amalgam in dilute acid or aluminum amalgam and water. /S-Amino aldehydes from the Mannich reaction (method 444) are reduced in excellent yields to amino alcohols by lithium aluminum hydride or by catalytic hydrogenation over Raney nickel. Lithium aluminum hydride reduces diazo ketones to 1-amino-2-alkanols (93-99%)- ... 

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