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ChemInform Abstract: Regioselective Reductive Ring Opening of 2-(2-Hydroxyphenyl)-3-(( trimethylsilyl)oxy)oxetanes at the More Substituted C-2 Position.

✍ Scribed by T. BACH; F. EILERS; K. KATHER

Publisher: John Wiley and Sons
Year: 2010
Weight: 30 KB
Volume: 28
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199741134

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✦ Synopsis

Regioselective Reductive Ring Opening of 2-(2-Hydroxyphenyl)-3-(( trimethylsilyl)oxy)oxetanes at the More Substituted C-2 Position. -The title compounds are prepared in situ by deprotection of the oxetanes (III) and (IV) with LiAlH4 in THF. Under these conditions a reductive ring opening occurs yielding the triols (V). The reaction proceeds stereospecifically as shown by deuterium labeling experiments.

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