Thallium in Organic Synthesis. 56. A Novel Oxidative Intramolecular Cyclization/Rearrangement of 5-Norbornene-trans-2,3-dicarboxylic Acid with Thallium(III) Trifluoracetate (TTFA)

DOI: 10.1021/jo01304a055

Source and publish data:

Journal of Organic Chemistry p. 3373 - 3375 (1980)

Update date:2022-08-11

Topics:

Authors:

Taylor, Edward C.

Jagdmann, G.Erik

McKillop, Alexander

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Article abstract of DOI:10.1021/jo01304a055

Treatment of 5-norbornene-trans-2,3-dicarboxylic acid (5) with thallium(III) trifluoracetate (TTFA) and BF3*Et2O results in oxidative intramolecular cyclization, accompanied by rearrangement, to give the previously unknown 5,7-dihydroxy-2,3-norbornanedicarboxylic acid di-γ-lactone (9).

Full text of DOI:10.1021/jo01304a055

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