Journal
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE
Volume 90, Issue 4, Pages 321-325Publisher
CANADIAN SCIENCE PUBLISHING, NRC RESEARCH PRESS
DOI: 10.1139/V11-158
Keywords
peroxyaceta; aldehyde; titanium chloride; peroxide
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Funding
- National Science Council of Taiwan [NSC 98-2113-M-006-001-MY3, NSC 100-3113-E-024-001-CC2]
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Peroxyacetals 2a-2j were prepared by TiCl4-promoted nucleophilic addition of both tert-butyl hydroperoxide (TBHP) and an alcohol to the corresponding aldehyde. The reaction works well with a variety of aldehydes, but not with ketones. The magnitude of the equilibrium constant for hemiacetal formation plays an important role; a large constant enables high conversion to peroxyacetal.
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