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CeCl3·7H2O–NaI catalyzed intramolecular addition reactions of 7-hydroxy-1,3-dienes: a facile approach to hexahydrobenzofurans and tetrahydrofurans

Authors
Journal
Tetrahedron
0040-4020
Publisher
Elsevier
Publication Date
Volume
62
Issue
31
Identifiers
DOI: 10.1016/j.tet.2006.05.026
Keywords
  • Cerium Chloride
  • 7-Hydroxy-1
  • 3-Diene
  • Hydroalkoxylation

Abstract

Abstract CeCl 3·7H 2O–NaI effectively catalyzed intramolecular cyclization of cyclic 7-hydroxy-1,3-dienes, yielding hexahydrobenzofurans in diastereoselective fashion. This cyclization has been applied to synthesize tetrahydrofurans from acyclic 7-hydroxy-1,3-dienes.

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