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Transmetalation with Pd(II) of an Organomercurial Arising from the Hg(II)‑Mediated Cyclopropane Cleavage: Tuning of the Reactivity by Ligands and a Novel, Intramolecular Redox Reaction
UNIV LEICESTER, DEPT CHEM, LEICESTER LE1 7RH, ENGLAND .
UNIV LEICESTER, DEPT CHEM, LEICESTER LE1 7RH, ENGLAND .
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Biochemistry and Organic Chemistry, Organic Chemistry.
CZECHOSLOVAK ACAD SCI, J HEYROVSKY INST PHYS CHEM & ELECTROCHEM, CS-18223 PRAGUE 8.
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1992 (English)In: Journal of the Chemical Society, Chemical Communications, ISSN 0022-4936, Vol. 15, 1086-1087 p.Article in journal (Refereed) Published
Abstract [en]

The cleavage of the fused-ring cyclopropane hydroxy derivative 1 by means of HgII is highly stereoselective and gives a rearranged organomercurial 3, transmetallation of which with PdII can be controlled by ligands to afford either lactol 4 or acid 8; the latter compound is formed via an intramolecular insertion of Pd into the C–H bond (67), as evidenced by isotopic labelling.

Place, publisher, year, edition, pages
1992. Vol. 15, 1086-1087 p.
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Natural Sciences
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URN: urn:nbn:se:uu:diva-140718DOI: 10.1039/C39920001086OAI: oai:DiVA.org:uu-140718DiVA: diva2:384256
Available from: 2011-01-08 Created: 2011-01-08 Last updated: 2012-01-02Bibliographically approved

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Gogoll, Adolf

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