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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
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- Kočovský, Pavel (author)
- UNIV LEICESTER, DEPT CHEM, LEICESTER LE1 7RH, ENGLAND
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- Šrogl, Jiří (author)
- UNIV LEICESTER, DEPT CHEM, LEICESTER LE1 7RH, ENGLAND
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- Gogoll, Adolf (author)
- Uppsala universitet,Organisk kemi
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- 1992
- 1992
- English.
- In: Journal of the Chemical Society, Chemical Communications. - 0022-4936. ; 15, s. 1086-1087
- Journal article (peer-reviewed)
Abstract
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- 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 (6→7), as evidenced by isotopic labelling.
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