Reactive species formed from N-benzyloxycarbonyl alpha-aminophosphonochloridates and triethylamine: probable identity and implications for synthesis.
The sterically congested phosphonochloridate BnOCONHCMe2P(O)(OMe)Cl reacts rapidly with Et3N to give what is thought to be an oxazaphospholine oxide 7 (and Et3NHCl); unhindered BnOCONHCH2P(O)(OMe)Cl seems to react in the same way, in which case the product is not a phosphonylammonium salt as has been suggested.
Department of Chemistry, University of Leicester, Leicester, UK LE1 7RH.
Paul M
PM
Cullis
Martin J P
MJ
Harger