Thallium (III) Salts-Induced Lactonizations of Unsaturated Carboxylic Acids
- 1 January 1992
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 22 (3), 399-404
- https://doi.org/10.1080/00397919208055417
Abstract
The reaction of four γ,δ-unsaturated carboxylic acids with thallium triacetate and thallium trinitrate, leading regioselectively to the corresponding γ-lactones, is described.Keywords
This publication has 13 references indexed in Scilit:
- Structural requirements for the thallium(III)-mediated cyclisation of unsaturated alcohols. A novel fragmentation reaction producing 19-norsteroidsJournal of the Chemical Society, Chemical Communications, 1990
- Stereocontrolled synthesis of tetrahydrofurans and tetrahydropyrans using thallium(III)-induced cyclizationsThe Journal of Organic Chemistry, 1985
- Thallium in organic synthesis. 56. A novel oxidative intramolecular cyclization/rearrangement of 5-norbornene-trans-2,3-dicarboxylic acid with thallium(III) trifluoroacetate (TTFA)The Journal of Organic Chemistry, 1980
- Oxythallation of norbornene derivatives with thallium(III) acetate in methanolJournal of Organometallic Chemistry, 1979
- Molecular design by cycloaddition reactions. XXVI. Facile skeletal rearrangement by reaction of polycyclic olefins with lead(IV) and thallium(III) saltsThe Journal of Organic Chemistry, 1976
- Acetoxythallation-induced lactonization of 2-endo-norbornenecarboxylic acidsThe Journal of Organic Chemistry, 1974
- Thallium (III) triacetate oxidation of olefins. Neighboring group participation in the norbornenyl systemTetrahedron Letters, 1972
- Thallium in organic synthesis. XXIV. A one-step synthesis of aliphatic α-acyloxy carboxylic acidsTetrahedron Letters, 1970
- Metalated carboxylic acids. I. AlkylationJournal of the American Chemical Society, 1967
- Lead (IV) acetate oxidation of unsaturated carboxylic acids, esters and amides. The mechanism of the reactionTetrahedron Letters, 1966