Enzymatic Apporoach to the Synthesis of Non-Racemic, P-Chiral Hydroxymethylphosphonates and Phosphinates

Abstract

α-Hydroxyalkanephosphonates and phosphinates exhibit interesting biologd achvlty whch IS highly dependent on theu absolute configumon Therefore, a search for efficient and general methods of the synthesis of enantlopure htle compounds continues As part of our studies on the use of enzymes in preparahon of non-racemic heteroorganic compounds,2 we have developed a hpasemediated lunebc resoluhon of racemic hydroxy- methylphosphonates and phosphinates, which is based on ather acetylatlon of the substrates 1, or hydrolysis of thar O-acetyl denvatlves 2 The absolute configurahon of the products has been determined by means of CD and chemical conelatlon