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Synthesis 1996; 1996(5): 647-651
DOI: 10.1055/s-1996-4261
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O-Methyl δ-Lactols by Boron Trifluoride Induced Cyclization of ℇ-Hydroxy-Substituted α,β-Epoxysilanes

Holger Flörke, Ernst Schaumann*
  • *Institut für Organische Chemie, Technische Universität Clausthal, Leibnizstraße 6, D-38678 Clausthal-Zellerfeld, Germany, Fax +49(5323)722858; E-mail schaumann@ioc.tu-clausthal.de
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Publication Date:
31 December 2000 (online)

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The boron trifluoride induced intramolecular ring opening of ℇ-hydroxy-α,β-epoxysilanes 8 in methanol provides synthetically useful O-methyl δ-lactols 9 in a regioselective reaction.

ℇ-hydroxy-α,β-epoxysilanes - regioselectivity - boron trifluoride - cyclization - 2-methoxytetrahydropyran