Journal
ORGANIC LETTERS
Volume 11, Issue 21, Pages 4798-4801Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol9018002
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Funding
- NIHGMS [RO1 GM073932]
- Bristol-Myers Squibb, and Novartis
- ARO-DURIP
- ONR-DURIP
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It is shown that [4 + 3] and [4 + 2] cycloaddition pathways are accessible In the Au(I) catalysis of allene-dienes. Seven-membered ring gold-stabilized carbenes, originating from the [4 + 3] cycloaddition process, are unstable and can rearrange via a 1,2-H or a 1,2-alkyl shift to yield six- and seven-membered products. Botti steric and electronic properties of the AuL+ catalyst affect the electronic structure of the intermediate gold-stabilized carbene and its subsequent reactivity.
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