Journal
ORGANIC LETTERS
Volume 11, Issue 12, Pages 2591-2593Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol900940k
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Funding
- National Science Foundation
- Johnson Matthey, Inc.
- Kawaken Fine Chemicals Co., Ltd.
- Department of Science and Technology, Government of India
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Examples of the 1,4-migration of a palladium moiety in aryl- and alkylpalladium intermediates to the acyl position of an aldehyde or formamide have been observed. The resulting acylpalladium intermediate can undergo ester or carbamate formation by reaction with an alcohol; decarbonylation, followed by beta hydride elimination to an alkene; reaction with an organomercurial to form an ester; or alkene insertion. Deuterium-labeling studies have been used to confirm the palladium migration mechanism.
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