Domino Mukaiyama-Michael reactions in the synthesis of polycyclic systems |
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| Authors: | Florence C.E. Sarabè r,Geke Bosselaar,Aede de Groot |
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| Affiliation: | a Laboratory of Organic Chemistry, Wageningen University, Dreijenplein 8, 6703 HB Wageningen, The Netherlands
b Institute of Bioorganic Chemistry, National Academy of Sciences of Belarus, Kuprevich str. 5/2, 220141, Minsk, Belarus |
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| Abstract: | 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 TrSbCl6 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. |
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| Keywords: | Mukaiyama-Michael addition Domino reactions Tricyclic systems Carvone |
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