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Ethene intramolecular Diels-Alder reaction

The tricyclic compound 20-C, a potential intermediate for alkaloid synthesis, has been prepared by an intramolecular Diels-Alder reaction of the ketone obtained by deprotection and oxidation of 20-B. Compound 20-B was prepared from 20-A using alkyne-ethene metathesis chemistry. Show the mechanistic steps involved in conversion of 20-A to 20-B. [Pg.782]

Scheme 8.38. Intramolecular Diels-Alder reaction of ethene sulfonates. Scheme 8.38. Intramolecular Diels-Alder reaction of ethene sulfonates.
As can be seen in the intramolecular cycloaddition (Section 8.03.5.1), the intermolecular Diels-Alder reactions between functionalized 2(l/f)-pyrazinones 83 and dimethyl acetylenedicarboxylate (DMAD) forming bicyclo adducts 84 has been shown to be significantly rate enhanced and increased in yields by using controlled microwave irradiation compared to the conventional thermal protocols (Scheme 21) <2002JOC7904>. The microwave-assisted Diels-Alder reactions of substituted 2(l//)-pyrazinones with ethene are significantly more effective utilizing prepressurized (up to 10 bar) reaction vessels <20040BC154>. [Pg.294]

See other pages where Ethene intramolecular Diels-Alder reaction is mentioned: [Pg.71]    [Pg.57]    [Pg.293]    [Pg.48]    [Pg.149]    [Pg.48]    [Pg.324]    [Pg.149]    [Pg.544]    [Pg.251]   
See also in sourсe #XX -- [ Pg.273 ]



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