Ring Expansion/Homologation−Aldehyde Condensation Cascade Usingtert-Trihalomethylcarbinols
ORGANIC LETTERS(2006)
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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Key words
methanol
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