期刊
ORGANIC LETTERS
卷 13, 期 8, 页码 2122-2125出版社
AMER CHEMICAL SOC
DOI: 10.1021/ol200558j
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资金
- Technische Universitat Dortmund
The ambivalent reactivity of 2-alkoxycarbonyl-substituted propargyl vinyl ethers has been explored. Depending on the conditions, the catalyzed and uncatalyzed Gosteli-Claisen rearrangement triggers downstream transformations that cascade from initially formed gamma-allenyl alpha-keto esters to highly substituted furanes and cyclopentenes. In support of a mechanistic hypothesis, the results of a DFT study using the B1B95 and B3LYP functionals are revealed.
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