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Sigmatropic rearrangements Potassium hydride

Conversion of ailylic alcohols into rearranged allylic amines. This transposition can be accomplished by conversion of an allyhc alcohol, for example geraniol (1), into the trichloroacetimidate (2) by treatment with sodium or potassium hydride and then with trichloroacetonitrile (ether, -10° and then 20°). This allylic imidate undergoes a [3.3] sigmatropic rearrangement when... [Pg.604]

Explain the formation of the aldehyde 14 on treatment of the ether 13 with potassium hydride. (Hint two consecutive sigmatropic rearrangements are involved.)... [Pg.266]

Sigmatropic shifts. The oxy-Cope system (1) undergoes a [3,3] sigmatropic shift within minutes at 65" to give (2) when treated with potassium hydride in HMPT or THF. The reaction of the sodium salt of (1) is markedly slower the lithium alkoxide shows no evidence of rearrangement after 24 hours. ... [Pg.155]

See other pages where Sigmatropic rearrangements Potassium hydride is mentioned: [Pg.214]    [Pg.335]    [Pg.535]    [Pg.171]    [Pg.37]    [Pg.79]    [Pg.1016]    [Pg.1018]    [Pg.1016]    [Pg.1018]    [Pg.425]    [Pg.425]    [Pg.63]    [Pg.476]    [Pg.2100]    [Pg.266]   
See also in sourсe #XX -- [ Pg.257 ]



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Potassium hydride

Rearrangements hydride

Sigmatropic -rearrangements rearrangement

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