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Synlett 1997; 1997(11): 1263-1264
DOI: 10.1055/s-1997-1009
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A Novel Approach Towards cis- and trans-Fused Pyranopyrans Based on Ring-Closing Metathesis Reaction of Carbohydrate Derivatives

Michiel A. Leeuwenburgh, Herman S. Overkleeft, Gijsbert A. van der Marel, Jacques H. van Boom*
  • *Leiden Institute of Chemistry, P.O.Box 9502, 2300 RA Leiden, The Netherlands
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Publication Date:
31 December 2000 (online)

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A novel synthesis of both cis- and trans-fused pyranopyran systems, based on ring-closing metathesis of glycal derived dienes, is described. Isomerisation of the resulting allylic double bond provides a new cyclic enol ether, thus opening the way to an iterative synthesis of cis-(trans-)fused cyclic polyethers.

glycals - ring-closing metathesis - fused oxacycles