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Spiroacetal biosynthesis: (+/-)-1,7-dioxaspiro[5.5]undecane in Bactrocera cacuminata and Bactrocera oleae (Olive

Brett D Schwartz1, Christopher S P McErlean, Mary T Fletcher

  • 1Department of Chemistry, The University of Queensland, Brisbane, Australia 4072, and Institute of Biology, NCSR "D", 15310 Ag. Paraskevi Attikis, Greece.

Organic Letters
|March 12, 2005
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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.