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Ring Expansion/Homologation−Aldehyde Condensation Cascade Usingtert-Trihalomethylcarbinols

ORGANIC LETTERS(2006)

Cited 31|Views20
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Abstract
Treatment of cyclic tert-trihalomethylcarbinols with CrCl2 in THF/HMPA in the presence of aryl or aliphatic aldehydes initiates a cascade sequence of one carbon ring expansion-olefination affording conjugated exocyclic ketones. Acyclic tert-trihalomethylcarbinols undergo a comparable cascade of one carbon homologation-olefination.
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methanol
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