Versatility in the Brook Rearrangement for the Selective Ring-Opening of Three-Membered Rings |
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Authors: | Dr. Coralie Tugny Dr. Fa-Guang Zhang Prof. Dr. Ilan Marek |
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Affiliation: | The Mallat Family Laboratory of Organic Chemistry, Schulich Faculty of Chemistry, Technion-Israel Institute of Technology, Technion City, 3200009 Haifa, Israel |
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Abstract: | From a single α-silylated carbinol intermediate, easily accessible by carbometallation of cyclopropenes, various scaffolds featuring a quaternary carbon stereocenter could be obtained selectively. The selectivity towards these different products was achieved by either changing the experimental conditions or the nature of the organometallic species involved. |
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Keywords: | Brook rearrangement cyclopropane fragmentation quaternary carbon selectivity |
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