Ozonolysis of long-chain cyclic acetals: formation of monoesters

A procedure is described for the quantitative conversion of saturated long-chain cyclic acetals of diols to the corresponding O-acyl diols. Acetal ozonolysis proceeds in ethyl acetate–methylene chloride solution at –16 to –18°C without overoxidation.

Bibliographic Details
Main Authors: W.J. Baumann, T.H. Madson
Format: Article
Language:English
Published: Elsevier 1974-09-01
Series:Journal of Lipid Research
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S0022227520367742
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author W.J. Baumann
T.H. Madson
author_facet W.J. Baumann
T.H. Madson
author_sort W.J. Baumann
collection DOAJ
description A procedure is described for the quantitative conversion of saturated long-chain cyclic acetals of diols to the corresponding O-acyl diols. Acetal ozonolysis proceeds in ethyl acetate–methylene chloride solution at –16 to –18°C without overoxidation.
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spelling doaj.art-7a2f6cdccadf4d8eaa892e257e5b03ab2022-12-21T22:07:53ZengElsevierJournal of Lipid Research0022-22751974-09-01155528529Ozonolysis of long-chain cyclic acetals: formation of monoestersW.J. Baumann0T.H. Madson1University of Minnesota, The Hormel Institute, Austin, Minnesota 55912University of Minnesota, The Hormel Institute, Austin, Minnesota 55912A procedure is described for the quantitative conversion of saturated long-chain cyclic acetals of diols to the corresponding O-acyl diols. Acetal ozonolysis proceeds in ethyl acetate–methylene chloride solution at –16 to –18°C without overoxidation.http://www.sciencedirect.com/science/article/pii/S0022227520367742diol cyclic acetalsdiol monoestersester synthesisoxidative acetal cleavage
spellingShingle W.J. Baumann
T.H. Madson
Ozonolysis of long-chain cyclic acetals: formation of monoesters
Journal of Lipid Research
diol cyclic acetals
diol monoesters
ester synthesis
oxidative acetal cleavage
title Ozonolysis of long-chain cyclic acetals: formation of monoesters
title_full Ozonolysis of long-chain cyclic acetals: formation of monoesters
title_fullStr Ozonolysis of long-chain cyclic acetals: formation of monoesters
title_full_unstemmed Ozonolysis of long-chain cyclic acetals: formation of monoesters
title_short Ozonolysis of long-chain cyclic acetals: formation of monoesters
title_sort ozonolysis of long chain cyclic acetals formation of monoesters
topic diol cyclic acetals
diol monoesters
ester synthesis
oxidative acetal cleavage
url http://www.sciencedirect.com/science/article/pii/S0022227520367742
work_keys_str_mv AT wjbaumann ozonolysisoflongchaincyclicacetalsformationofmonoesters
AT thmadson ozonolysisoflongchaincyclicacetalsformationofmonoesters