Download PDF
Synthesis 1987; 1987(10): 947-948
DOI: 10.1055/s-1987-28136
communication
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

A New Synthesis of cis-1,6-Diphenyl-2,5,7,10-tetraoxabicyclo[4.4.0]decane and Related Six Membered Cyclic Oxido Compounds

Luigi Lopez* , Vincenzo Calò, Francesca Stasi
  • *Centro di Studio sulle Metodologie Innovative di Sintesi Organiche, Dipartimento di Chimica, Università di Bari, via Amendola 173, I-70126 Bari, Italy
Further Information

Publication History

Publication Date:
12 September 2002 (online)

  PDF Download  Permissions and Reprints All articles of this category

The synthesis of cis-tetraoxabicyclo decanes 2 and 7 have been performed by treatment of 2,3-diphenyl-5,6-dihydro-1,4-dioxin (1) or cis-2,3,5,6-tetraphenyl-5,6-dihydro-1,4-dioxin (3) with two equivalents of tris (p-bromophenyl)ammonium tetrafluoroborate in a dichloromethane(ethylene glycol mixture. The structural and conformational assignments have been made on the basis of spectroscopical and single crystal X-ray diffraction data. Similar reaction of 2,3,5, 6-tetraphenyl-p-dioxin (4) with the same one electron oxidizing agent in dichloromethane/alcohol mixtures afford trans-2,3-dialkoxy derivatives 8 and 9.