Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 138, Issue 46, Pages 15122-15125Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.6b09170
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- TSRI
- Pfizer, Inc.
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A palladium(II)-catalyzed 1,2-dicarbofunctionalization reaction of unactivated alkenes has been developed, wherein a cleavable bidentate directing group is used to control the regioselectivity and stabilize the putative alkylpalladium(II) intermediate. Under the optimized reaction conditions, a broad range of nucleophiles and electrophiles were found to participate in this transformation, providing moderate to high yields. 3-Butenoic acid derivatives containing internal alkenes and a-substituents were reactive substrates, offering a powerful platform for preparing beta,gamma-substituted carbonyl compounds with multiple stereocenters.
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