Download PDF
Synlett 1991; 1991(6): 415-417
DOI: 10.1055/s-1991-20747
letter
© 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.

Use of Phenylsulphonylmethano Ethers in Synthesis: A New Versatile Route to Substituted Cyclic Ethers

Philippe Charreau* , Steven V. Ley, Thomas M. Vettiger, Sadie Vile
  • *Department of Chemistry, Imperial College of Science, Technology and Medicine, London SW7 2AY, England
Further Information

Publication History

Publication Date:
07 March 2002 (online)

  PDF Download  Permissions and Reprints All articles of this category

Alkylation of the anion generated from [(benzyloxy)methylsulphonyl]benzene 1 with tetrahydropyranyl-protected bromo alcohols gives intermediates 2-8 [1-benzyloxy-ω-(tetrahydropyran-2-yloxy)alkyl phenyl sulphones]. Deprotection and intramolecular cyclisation using sodium hydrogen carbonate and diethyl ether-magnesium bromide complex in tetrahydrofuran affords benzyl-protected lactols with ring sizes ranging from five to eight.