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DOI: 10.1055/sos-SD-020-00673

Yan, L.; Lin, S.; Liu, P.Science of Synthesis, (200720743.

The oxidation of an aldehyde to an ester while reducing another functional group is typified by two methods. In the first, the classic Tishchenko reaction and its variations, the oxidation of an aldehyde takes place while another aldehyde, or ketone, undergoes reduction. The hydroxy group formed in the reduction step then becomes a part of the ester. A second method involves a transition-metal-catalyzed hydroacylation reaction in which an aldehyde is converted into an ester while at the same time an internal acetylene group is reduced to a cis-alkene.