Synthesis and steric structure of pyrrolidine- and piperidine-fused 1,3,4,2-oxadiazaphosphinanes

Tamás A. Martinek, Éva Szolnoki, Zita Zalán, Ferenc Fülöp

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Abstract

Pyrrolidine- and piperidine-fused 1,3,4,2-oxadiazaphosphinane 2-oxides were prepared by cyclization of the corresponding pyrrolidine- and piperidine-hydrazino alcohols by using phosphorus-containing reagents. Stereochemical and conformational analyses were carried out in order to determine the effect of the ring size on the conformational behavior of the nitrogen-bridged bicyclic system. It was found that the chair conformation in the pyrrolidine-fused 1,3,4,2-oxadiazaphosphinane 2-oxides can be shifted toward twisted or distorted conformations.

Original languageEnglish
Pages (from-to)202-209
Number of pages8
JournalArkivoc
Volume2007
Issue number5
Publication statusPublished - 2007

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Keywords

  • 1,3,4,2-oxadiazaphosphinanes
  • Conformation

ASJC Scopus subject areas

  • Organic Chemistry

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