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LaFlamme Allene Synthesis

Allenes from gem-dibromocyclopropanes which are installed by treatment of olefins with bromoform and alkoxide. [Pg.119]

The synthesis of novel 4a-substituted sterols was undertaken in the laboratory of C.H. Robinson. These compounds are potential inhibitors of sterol 4-demethylation. To prepare the desired 4-allenyl-5a-cholestan-3p-ol, the exocyclic olefin precursor was first reacted with bromoform/potassium f-butoxide to afford the geminal dibromo-substituted cyclopropane derivative. Next, methyllithium was used to bring about the rearrangement to afford the allene, and finally acidic conditions were applied for the removal of the THP protecting group. [Pg.147]

Santelli et al. developed a general synthesis of p-silylallenes from allylsilanes utilizing the Doering-LaFlamme allene synthesis. [Pg.147]

A. Magnesium Cyclopropylidenes as Intermediates in the Doering-LaFlamme Allene Synthesis... [Pg.735]

Doering-LaFlamme allene synthesis Preparation of allenes from olefins. 146... [Pg.510]

Dimroth Rearrangement Doebner Modification Doebner Reaction Doebner-Miller Reaction Doering-LaFlamme Allene Synthesis Dotz Reaction... [Pg.5]

See other pages where LaFlamme Allene Synthesis is mentioned: [Pg.735]    [Pg.146]    [Pg.146]    [Pg.146]    [Pg.147]    [Pg.147]    [Pg.505]    [Pg.519]    [Pg.522]    [Pg.527]    [Pg.527]    [Pg.578]    [Pg.479]    [Pg.351]    [Pg.9]    [Pg.234]    [Pg.234]    [Pg.119]    [Pg.106]   


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Allene synthesis

Allenes synthesis

Allenic synthesis

Doering-LaFlamme allene synthesis

LaFlamme

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