Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 138, Issue 18, Pages 5805-5808Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.6b02718
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Funding
- TSRI
- Pfizer, Inc.
- Donald E. and Delia B. Baxter Foundation
- National Science Foundation [NSF/DGE-1346837]
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A directed, regiocontrolled hydroamination of unactivated terminal and internal alkenes is reported. The reaction is catalyzed by palladium(II) acetate and is compatible with a variety of nitrogen nucleophiles. A removable bidentate directing group is used to control the regiochemistry, prevent beta-hydride elimination, and stabilize the nucleopalladated intermediate, facilitating a protodepalladation event. This method affords highly functionalized gamma-amino acids in good yields with high regioselectivity.
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