Domino Mukaiyama–Michael reactions in the synthesis of polycyclic systems
Good results were obtained in the Mukaiyama–Michael reaction of the silyl enol ether of cyclohexanone with 2-methyl-2-cyclopentenone and carvone, with transfer of the silyl group to the receiving enone and with TrSbCl 6 as catalyst. A second Mukaiyama–Michael reaction of this new silyl enol ether wi...
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Veröffentlicht in: | Tetrahedron 2006-02, Vol.62 (8), p.1717-1725 |
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Hauptverfasser: | , , , , |
Format: | Artikel |
Sprache: | eng |
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Online-Zugang: | Volltext |
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Zusammenfassung: | Good results were obtained in the Mukaiyama–Michael reaction of the silyl enol ether of cyclohexanone with 2-methyl-2-cyclopentenone and carvone, with transfer of the silyl group to the receiving enone and with TrSbCl
6 as catalyst. A second Mukaiyama–Michael reaction of this new silyl enol ether with methyl vinyl ketone and cyclization of the resulting adduct leads to tricyclic compounds in one-pot domino sequences. The scope and limitations of this domino reaction have been investigated.
Graphical Abstract |
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ISSN: | 0040-4020 1464-5416 |
DOI: | 10.1016/j.tet.2005.11.059 |