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 bee...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2002-03 (5), p.458-459
Main Authors: Cullis, Paul M, Harger, Martin J P
Format: Article
Language:English
Online Access:Get full text
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Summary: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.
ISSN:1359-7345
DOI:10.1039/b109231f