Tetrahedron

Synthesis and properties of natural occurring α-hydroxyaldehydes

W Kern, G Spiteller

Index: Kern, Werner; Spiteller, Gerhard Tetrahedron, 1996 , vol. 52, # 12 p. 4347 - 4362

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Citation Number: 19

Abstract

A synthesis for aliphatic α-acetoxyaldehydes 18 is presented. These were converted to free aldehydes 9 by action of hog liver esterase. Aliphatic α-hydroxyaldehydes, recently recognized to be produced in the course of lipid-peroxidation of linoleic and other unsaturated fatty acids, are only stable for short time in solution. They react with amines to give Schiff bases. These are instable, but can be trapped after reduction with NaBH4 to ...