Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 131, Issue 14, Pages 5062-+Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja901048w
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Funding
- NSF CAREER [CHE-0748484]
- UNR
- NSF [CHE-0521191]
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [0969157] Funding Source: National Science Foundation
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A novel Au-catalyzed homogeneous oxidative C-O bond-forming reaction involving a Au(I)/Au(III) catalytic cycle is developed. Mechanistic studies reveal the involvement of a unique intramolecular carboxy migration. From readily available propargylic benzoates, this chemistry allows efficient access to captodative alkenes and dienones, demonstrating the synthetic potential of incorporating Au(I)/Au(III) catalytic cycles into contemporary Au chemistry. The unique reactivity and the mechanistic insights would help open a new research area in gold catalysis.
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