期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 131, 期 12, 页码 4513-4520出版社
AMER CHEMICAL SOC
DOI: 10.1021/ja900456m
关键词
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资金
- National Institute of General Medical Services [R01GM073932]
- Merck Research Laboratories
- Bristol-Myers Squibb
- Novartis
- Spanish MICINN
- NSF [CHE-0233882]
A comparative study of the Au(I)-catalyzed [3,3]-sigmatropic rearrangement of propargylic esters and propargyl vinyl ethers is described. Stereochemically defined cyclopropanes are employed as mechanistic probes to provide new synthetic and theoretical data concerning the reversibility of this type of rearrangement. Factors controlling the structure-reactivity relationship of Au(I)-coordinated allenes have been examined, thereby allowing for controlled access to orthogonal reactivity.
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