Intramolecular Anodic Carbon−Carbon Bond Formation from Oxidized Phenol Intermediates. Effect of Oxygenated Substituents on the Yields of Spiro Dienones in Electrochemical and Iodobenzene Diacetate Oxidations
- 1 January 1996
- journal article
- research article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 61 (4) , 1267-1274
- https://doi.org/10.1021/jo951799d
Abstract
No abstract availableKeywords
This publication has 26 references indexed in Scilit:
- A new reaction of nitrenium ions: carbon-carbon bond-forming reactions of p-alkoxy-substituted nitrenium ionsThe Journal of Organic Chemistry, 1993
- Intramolecular anodic carbon-carbon bond-forming reactions of oxidized phenol intermediates leading to spirodienones. Structural effects on reactivity and evidence for a phenoxonium ion intermediateThe Journal of Organic Chemistry, 1993
- Thermal and photochemical rearrangements of cyclopropyl ethers of p-quinols. Competing reaction pathways leading to five- and six-membered ring spirocyclic ketonesThe Journal of Organic Chemistry, 1992
- Efficient synthesis of vinyl ethers of spiroquinol ketals and their high-yield photochemical oxygen-to-carbon [1,3]-shift to spiro-fused 2,5-cyclohexadienonesThe Journal of Organic Chemistry, 1992
- Spiro-fused 2,5-cyclohexadienones from thermal 1,3-shifts in quinol vinyl ethers. Reactions in nonbenzenoid systems and limitations of the chemistryThe Journal of Organic Chemistry, 1991
- Spiro-fused 2,5-cyclohexadienones from the thermal 1,3-alkyl migrations of quinol vinyl ethers. A strategy for conversion of a carbonyl carbon to a quaternary carbonThe Journal of Organic Chemistry, 1989
- Oxygenophilic organoaluminium-promoted 1,4-addition of organolithium reagents to quinone monoacetalsJournal of the Chemical Society, Chemical Communications, 1988
- Conjugate addition of acylate-nickel complexes to quinone monoketals: formal synthesis of the naphthoquinone antibiotics nanaomycin A and deoxyfrenolicinThe Journal of Organic Chemistry, 1985
- Synthesis of naphthoquinone antibiotics: conjugate addition/electrophile trapping with acylnickel carbonylate anionsThe Journal of Organic Chemistry, 1982
- Further studies on the synthesis and biosynthesis of isothebaineJournal of the Chemical Society D: Chemical Communications, 1969