Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 130, Issue 46, Pages 15254-+Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja806677w
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- Ministry of Education, Culture, Sports, Science, and Technology of Japan
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Tridentate PSiP pincer-type palladium complex-catalyzed hydrocarboxylation of allenes under carbon dioxide to give synthetically useful beta,gamma-unsaturated carboxylic acids was developed. This novel CO2-fixation reaction is thought to proceed through the catalytic generation of sigma-allyl palladium species via hydropalladation of allenes, followed by its regioselective nucleophilic addition to CO, in the presence of an appropriate reducing agent. The reaction is successfully applied to various allenes bearing functional groups such as ester, carbamate, ketone, and alkene, showing high synthetic utility of this protocol.
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