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A rearrangement of 1-hydroperoxy-2-oxabicycloalkanes into lactones of ω-acyloxy-(ω-3)-hydroxyalkanoic acids related to the Criegee reaction Full article

Journal Tetrahedron Letters
ISSN: 0040-4039 , E-ISSN: 1873-3581
Output data Year: 2002, Volume: 43, Number: 7, Pages: 1321-1324 Pages count : 4 DOI: 10.1016/s0040-4039(01)02368-1
Authors Ogibin Yuri N 1 , Terent'ev Alexandre O 1 , Kutkin Alexandre V 1 , Nikishin Gennady I 1
Affiliations
1 N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, GSP-1, 119991 Moscow, Leninsky Prospect, 47, Russia

Abstract: 1-Hydroperoxy-2-oxabicyclo[n.4.0]alkanes (n=3, 4, 5 and 10) on heating with formic or acetic acid containing a catalytic amount of sulfuric acid undergo a rearrangement into lactones of ω-acyloxy-(ω-3)-hydroxyalkanoic acids by a mechanism related to the Criegee reaction.
Cite: Ogibin Y.N. , Terent'ev A.O. , Kutkin A.V. , Nikishin G.I.
A rearrangement of 1-hydroperoxy-2-oxabicycloalkanes into lactones of ω-acyloxy-(ω-3)-hydroxyalkanoic acids related to the Criegee reaction
Tetrahedron Letters. 2002. V.43. N7. P.1321-1324. DOI: 10.1016/s0040-4039(01)02368-1 WOS Scopus OpenAlex
Identifiers:
Web of science: WOS:000174115800047
Scopus: 2-s2.0-0037059962
OpenAlex: W2016133779
Citing:
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OpenAlex 15
Web of science 15
Scopus 14
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