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Cope rearrangement oxyanion acceleration

The chemistry of the divinylcyclobutanols derived from 5-methylenespiro[3.5]nonanone (260) proved to be more complicated than the reactions described above. As expected, the oxyanion-accelerated 3,3-sigmatropic rearrangement of the cis isomer (261) was extremely f acile as a consequence of the rigid j-cis orientation of the exocyclic methylene group (Scheme 35). The rearrangement of the trans isomer, however, produced none of the desired Cope product instead this cyclobutanol salt underwent exclusive 1,3-rearrangement to afford the cyclohexenol derivative (264). It is uncertain whether this transformation... [Pg.1028]

See other pages where Cope rearrangement oxyanion acceleration is mentioned: [Pg.289]    [Pg.1028]    [Pg.1028]    [Pg.1029]    [Pg.826]    [Pg.350]    [Pg.209]    [Pg.209]    [Pg.287]    [Pg.1194]    [Pg.146]    [Pg.1194]    [Pg.821]    [Pg.1001]    [Pg.1001]   
See also in sourсe #XX -- [ Pg.96 , Pg.268 ]



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Oxy-Cope rearrangements oxyanion-accelerated

Oxyanion

Oxyanion-accelerated

Oxyanion-accelerated rearrangements

Rearrangements acceleration

Rearrangements, Cope acceleration

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