Asymmetric synthesis of (R)-[2,2-2H2]-1-aminocyclopropane-1-phosphonic acid (ACPP derivative) conformationally constrained ACC analogue using a chiral sulfinyl auxiliary

The asymmetric cyclopropanation of vinylphosphonate using (S)-dimethylsulfonium-(p-tolylsulfinyl)methylide was applied to obtain a dideuterated cyclopropyl sulfoxide. A three-step synthesis of enantiopure (+)-(1R)-1-amino-2,2-dideuteriocyclopropanephosphonic acid (+)-17-d2 was developed.