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Reactions of Verbenol Epoxide with Aromatic Aldehydes Containing Hydroxy or Methoxy Groups in the Presence of Montmorillonite Clay

✍ Scribed by Irina V. Il'ina; Konstantin P. Volcho; Oksana S. Mikhalchenko; Dina V. Korchagina; Nariman F. Salakhutdinov

Publisher: John Wiley and Sons
Year: 2011
Tongue: German
Weight: 222 KB
Volume: 94
Category: Article
ISSN: 0018-019X
DOI: 10.1002/hlca.201000269

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✦ Synopsis

Abstract

The reactions of (−)‐cis‐verbenol epoxide with a number of aromatic aldehydes containing OH and/or MeO groups in the presence of montmorillonite K10 clay have been studied. Several new O‐containing heterocyclic compounds with different frameworks, including compounds with a previously unknown octahydro‐2__H__‐4,6‐(epoxymethano)chromene framework, have been synthesized. Introduction of one donor substituent in the benzaldehyde molecule led to a decrease in the total yield of intermolecular by formed products, while the introduction of two and more substituents led to an increase in the yield of these products.

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