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Synthesis 2000; 2000(4): 565-570
DOI: 10.1055/s-2000-6368
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Preparation of Bicyclic Phosphonic and Phosphinic Amides via N → C Migration of Phosphorus

Zhengjie He* , Tom A. Modro
  • *Center for Heteroatom Chemistry, Department of Chemistry, University of Pretoria, Pretoria 0002, South Africa; Fax +27 (12) 3 62 52 97; E-mail: tamodro@scientia.up.ac.za
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Publication Date:
31 December 2000 (online)

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New phosphonic diamides and phosphinic amides of the 4,7,10-triaza-1λ 5-phosphabicyclo[5.3.0]decane and 4,7,10-triaza-1λ 5-phosphabicyclo[5.5.0]dodecane structures were prepared from bicyclic phosphoric triamides via the lithiation-induced N → C migration of phosphorus, followed by proton or haloalkane quenching.

metallation induced rearrangement - bicyclic structures - phosphonic diamides - phosphinic amides - N-alkylation