Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 129, Issue 46, Pages 14193-+Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja076746f
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Funding
- NIGMS NIH HHS [R01 GM3540, R01 GM063540-06A2, R01 GM063540] Funding Source: Medline
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We report a highly regioselective Pd-II-catalyzed reductive coupling of an alkene with an organostannane using a tandem alcohol oxidation under aerobic conditions. Both aryl- and vinylstannanes are competent coupling partners with a variety of styrene derivatives. Mechanistic experiments support a tandem alcohol oxidation/alkene functionalization process. The ability to trap a palladium hydride derived from alcohol oxidation with an alkene provides a fundamentally different approach to cross-coupling reactions.
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