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Chilocorine C: a new "dimeric" alkaloid from a coccinellid beetle, Chilocorus cacti

Q Huang1, A B Attygalle, J Meinwald

  • 1Baker Laboratory, Department of Chemistry, Cornell University, Ithaca, New York 14853, USA.

Journal of Natural Products
|June 4, 1998
PubMed

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Preparation of Diols and Pinacol Rearrangement01:57

Preparation of Diols and Pinacol Rearrangement

Compounds bearing two hydroxyl groups are known as diols. When the hydroxyl groups are located on adjacent carbon atoms, the diols are called vicinal diols or glycols. Under acidic conditions, vicinal diols undergo a specific reaction called pinacol rearrangement.
The reaction begins with transferring a proton from the acid catalyst to one of the hydroxyl groups, producing an oxonium ion.