Role reversal: The title reaction has been developed to deliver α‐amino acids under very mild reaction conditions (see scheme; dpppen=1,5‐bis(diphenylphosphino)pentane). The catalysis provides a new CN bond‐forming approach for the synthesis of α‐amino acids by using an umpolung, electrophilic amination strategy.
Transformations des énamines α-formylées: synthèse d’α-amino esters N,N-disubstitués
作者:Alexander Yu. Rulev、Lyudmila I. Larina、Mikhail G. Voronkov
DOI:10.1016/s0040-4039(00)01838-4
日期:2000.12
2-Dialkylaminoalkanoic esters are prepared in moderate yield by the reaction of N,N-disubstituted 2-amino-2-alkenals with dialkylphosphonates in the presence of sodium alcoxide. A mechanism involving an α-keto-β-aminophosphonate as an intermediate is proposed.