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Rearrangements Rupe reaction

The acid catalyzed rearrangement of tertiary acetylenic alcohols, the Rupe reaction, is a viable procedure for the preparation of a,p-unsaturated carbonyl compounds. Under standard acidic conditions, however, the products can polymerize and various by-products can be produced. With solid acids these problems are minimized. The reaction of an acetylenic tertiary alcohol with Nafion-H gave the a,P-unsaturated ketone in good to very good yields (Eqns. 22.24—25). When this reaction was run using a vanadium pillared... [Pg.586]

Alkynes may participate in a number of rearrangement reactions, exemplified by the Rupe rearrangement of ethynylcyclohexanol to an unsaturated ketone (Scheme 3.31). [Pg.78]

Olah, G. A., Rung, A. P. Synthetic methods and reactions 98. Improved solid super acid (Nafion-H) catalyzed Rupe rearrangement of a-ethynyl alcohols to a,P-unsaturated carbonyl compounds. Synfhes/s 1981,473-474. [Pg.628]

A similar reaction has been observed for the hydration of a-ethynyl alcohols. Under normal Rupe rearrangement conditions (acidic media) the reaction proceeds as follows ... [Pg.501]

Robinson Annulation Robinson-Schopf Reaction Rosenmund Reduction Rosenmund-von Braun Synthesis Rothemund Reaction Rubottom Oxidation Ruff-Fenton Degradation Rupe Rearrangement Ruzicka Large Ring Synthesis Sabatier-Senderens Reduction Sachs (see Ehrlich-Sachs Reaction)... [Pg.13]

Similarly, the Rupe rearrangement is the reaction of tertiary a-acetylenic alcohols to a,P-unsaturated ketones in the presence of an acid catalyst. ... [Pg.305]

See other pages where Rearrangements Rupe reaction is mentioned: [Pg.2450]    [Pg.306]    [Pg.312]    [Pg.49]    [Pg.62]    [Pg.185]    [Pg.768]    [Pg.391]    [Pg.284]    [Pg.768]    [Pg.1918]    [Pg.69]    [Pg.314]    [Pg.62]    [Pg.296]   


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RUPE Rearrangement

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