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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 14, 1984 - Issue 2
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Original Articles

Photoinduced Wolff Rearrangement of α-Diazo-β-Ketophosphonates : A Novel Entry into Substituted Phosphonoacetates

P. Callant State University of Ghent, Department of Organic Chemistry, Laboratory for Organic Synthesis, Krijgslaan, 281 (S.4), B-9OOO, GENT, Belgium
,
L. D'haenens State University of Ghent, Department of Organic Chemistry, Laboratory for Organic Synthesis, Krijgslaan, 281 (S.4), B-9OOO, GENT, Belgium
,
E. Van. Der Eycken State University of Ghent, Department of Organic Chemistry, Laboratory for Organic Synthesis, Krijgslaan, 281 (S.4), B-9OOO, GENT, Belgium
&
M. Vandewalle State University of Ghent, Department of Organic Chemistry, Laboratory for Organic Synthesis, Krijgslaan, 281 (S.4), B-9OOO, GENT, Belgium
Pages 163-167 | Published online: 05 Dec 2006
 
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Abstract

Direct irradiation (254 nm) of α-diazo-β-ketophosphona-tes in the presence of an alcohol, leads to substituted phosphonoacetates. This allows a novel construction of the functionalized isopropyl group present in many ses-quiterpenes.

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