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Consecutive reactions to construct tricarbonyl compounds and synthetic applications thereof.


ABSTRACT: Lithium anions derived from O-carbonate-protected cyanohydrins undergo conjugate addition to cycloalkenones with the concomitant transfer of the alkoxycarbonyl group to produce tricarbonyl compounds. These products offer numerous possibilities for further elaboration. The synthetic potential of the cascade products was demonstrated by forming bicyclic and tricyclic systems through intramolecular condensation reactions.

SUBMITTER: Madronero D 

PROVIDER: S-EPMC9042245 | biostudies-literature | 2021 Oct

REPOSITORIES: biostudies-literature

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Consecutive reactions to construct tricarbonyl compounds and synthetic applications thereof.

Madroñero Diego D   Mujica-Martinez Cesar A CA   Vázquez Alfredo A  

RSC advances 20211011 53


Lithium anions derived from O-carbonate-protected cyanohydrins undergo conjugate addition to cycloalkenones with the concomitant transfer of the alkoxycarbonyl group to produce tricarbonyl compounds. These products offer numerous possibilities for further elaboration. The synthetic potential of the cascade products was demonstrated by forming bicyclic and tricyclic systems through intramolecular condensation reactions. ...[more]

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