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Synlett 1999; 1999(4): 474-476
DOI: 10.1055/s-1999-2633
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Stereoselective Synthesis of 2,6-Disubstituted-3,7-dioxabicyclo[3.3.0]octanes

David J. Aldous* , William M. Dutton, Patrick G. Steel
  • *Rhône-Poulenc Rorer Ltd, Rainham Road South, Dagenham, Essex RM10 7XS; Fax +44(1 91)3 84 47 37; E-mail: p.g.steel@durham.ac.uk
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Publication History

Publication Date:
31 December 1999 (online)

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Dihydrofurans bearing a 3-hydroxymethyl group may be efficiently combined with aldehyde dimethylacetals to provide functionalised 2,6-disubstituted-3,7-dioxabicyclo[3.3.0]octanes in a one pot procedure with high stereocontrol.

vinyl epoxide-dihydrofuran rearrangement - furofuran lignan - cationic cyclisation - cascade reaction

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