Cyrille Pousset

An efficient synthesis of α- and β-aminophosphonic esters from α-amino acids

Abstract Catalytic hydrogenation of N -Boc aziridine 2-phosphonates derived from 3-amino-2-hydroxyphosphonates affords N -Boc α-aminophosphonic esters in high enantiomerical purities. Alternatively, the α-hydroxy β-aminophosphonic esters can be reduced into β-aminophosphonic esters by radical deoxygenation.

Diastereocontrolled synthesis of unit A of cryptophycin

Abstract Cryptophycin fragment A was prepared in 11 steps from protected methyl (R)-mandelate 4. A diastereoselective addition of magnesium acetylide to methyl mandelate and a Sharpless epoxidation followed by regioselective opening of the resulting epoxide allowed the synthesis of this intermediate in high diastereomeric purity.