Diastereoselective Synthesis of Novel α-Amino-α′-hydroxyphosphinates by Hydrophosphinylation of α-Amino-H-phosphinates to Aldehydes

Synthesis of α-amino-α′-hydroxyphosphinates has been achieved through hydrophosphinylation of α-amino-H-phosphinates to aldehydes with highly retentive phosphorus chirality. Treatment of α-substituted α-amino-H-phosphinates with aldehydes in the presence of magnesium oxide without solvent gave α-amino-α′-hydroxyphosphinates. The reaction proceeded with 80-94 % retention of configuration at the phosphorus atom.