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Synthesis 1999; 1999(1): 40-42
DOI: 10.1055/s-1999-3676
short paper
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Studies on Cyclic α-Aminoalkanephosphonate Compounds: A Novel Synthesis of 2-Phenyl-1,4,2-Benzoxaza (or diaza)phosphorin 2-Oxides

Jia Zhou* , Yongge Qiu, Kesheng Feng, Ruyu Chen
  • *Institute of Elemento-Organic Chemistry, The State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, P. R. China; Fax +86(22)23 50 34 38; E-mail: suguix@mail.zlnet.com.cn
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Publication Date:
31 December 1999 (online)

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Numerous cyclic α-aminoalkanephosphonates, 2-phenyl-1,3,2-benzoxaza (or diaza) phosphorin 2-oxides 6a-o and 8 have been prepared by a Mannich-type reaction of o-aminophenol or o-phenylenediamine with phenyldichlorophosphine and aldehydes or ketones. The cis and trans-geometric isomers of the title compounds were stereoselectively generated, depending upon the aldehyde or ketone substrates used. The synthetic methods provide an easy access to the organophosphorus heterocycles with the ring system mentioned above.

cyclic α-aminoalkanephosphonates - organophosphorus heterocycles - 1,4,2-benzoxaza (or diaza) phosphorin 2-oxides - Mannich-type reaction - stereoselectivity