New atom-economical alternatives to Wittig chemistry are needed construct olefins from carbonyl complexes, but none have been developed to-date. Here we report an atom-economical olefination of carbonyls via aldol-decarbonylative coupling of aldehydes using robust and recyclable supported Pd catalysts, producing only CO and H2O as waste. The reaction accommodates homocoupling of aldehydes with an a a-methylene groups, as well as heterocoupling. Computations provide insight into the selectivity of the reaction. The tandem aldol-decarbonylation reaction opens the door to exploration of new carbonyl reactivity to construct olefins. R 1 -CO
New atom-economical alternatives to Wittig chemistry
are needed construct olefins from carbonyl complexes, but none have been
developed to-date. Here we report an atom-economical olefination of carbonyls via
aldol-decarbonylative coupling of aldehydes using robust and recyclable
supported Pd catalysts, producing only CO and H<sub>2</sub>O as waste. The
reaction accommodates homocoupling of aldehydes with an a a-methylene groups, as
well as heterocoupling. Computations provide insight into the selectivity of the
reaction. The tandem aldol-decarbonylation reaction opens the door to
exploration of new carbonyl reactivity to construct olefins.
New atom-economical alternatives to Wittig chemistry
are needed construct olefins from carbonyl complexes, but none have been
developed to-date. Here we report an atom-economical olefination of carbonyls via
aldol-decarbonylative coupling of aldehydes using robust and recyclable
supported Pd catalysts, producing only CO and H<sub>2</sub>O as waste. The
reaction accommodates homocoupling of aldehydes with an a a-methylene groups, as
well as heterocoupling. Computations provide insight into the selectivity of the
reaction. The tandem aldol-decarbonylation reaction opens the door to
exploration of new carbonyl reactivity to construct olefins.
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