Synthesis of nine-, ten-, and fifteen-membered alkenolides by the oxidative cleavage of the bridging C=C bond in 2-oxabicycloalkenes Full article
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Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285 |
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| Output data | Year: 2001, Volume: 50, Number: 11, Pages: 2149-2155 Pages count : 7 DOI: 10.1023/a:1015009603719 | ||
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Abstract:
Hydroperoxidation of C=C-bridged 2-oxabicycloalkenes in which the five- or six-membered oxacycle is fused with the five-, six-, or twelve-membered hydrocarbon ring was studied. The Cu(OAc)2-catalyzed decomposition of the resulting hydroperoxides afforded nine-, ten-, or fifteen-membered trans-alkenolides, respectively. The latter compounds were obtained as pairs of regioisomers, with the isomers in which the double bond is more remote from the ether oxygen atom predominating.
Cite:
Ogibin Y.N.
, Terent"ev A.O.
, Ananikov V.P.
, Nikishin G.I.
Synthesis of nine-, ten-, and fifteen-membered alkenolides by the oxidative cleavage of the bridging C=C bond in 2-oxabicycloalkenes
Russian Chemical Bulletin. 2001. V.50. N11. P.2149-2155. DOI: 10.1023/a:1015009603719 Scopus OpenAlex
Synthesis of nine-, ten-, and fifteen-membered alkenolides by the oxidative cleavage of the bridging C=C bond in 2-oxabicycloalkenes
Russian Chemical Bulletin. 2001. V.50. N11. P.2149-2155. DOI: 10.1023/a:1015009603719 Scopus OpenAlex
Identifiers:
| Scopus: | 2-s2.0-0035647952 |
| OpenAlex: | W2950549608 |