期刊
CHEMICAL COMMUNICATIONS
卷 54, 期 90, 页码 12702-12705出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c8cc07271j
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A new type of all-carbon 1,3-dipole precursor, 3-homoacylcoumarin, was employed for the stereoselective (3+2) cycloaddition with indandione alkylidenes to generate a series of coumarin/indandione-fused spirocyclopentanes bearing four contiguous stereogenic centers. While two reaction pathways progressed simultaneously, detailed mechanistic investigation revealed that the highly efficient stereoselective concerted route dominated the extremely slow stepwise pathway.
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