(equation presented) Asymmetric allylation of α-acetamido β-keto phosphonates was promoted, in the presence of potassium tert-butoxide as a base, by a palladium catalyst prepared from [Pd(π-allyl)(cod)]BF4 and (R)-BINAP and gave the corresponding α-alkyl α-amino phosphonic acid derivatives with 65-88% ee. Diastereoselective reduction of the carbonyl group in the product was accomplished by NaBH4 or Bu4NBH4. The diastereoselection in the reduction was reversed by choice of solvent.
All Science Journal Classification (ASJC) codes
- Physical and Theoretical Chemistry
- Organic Chemistry