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Published on: November 25, 2011
Versatility in the Brook Rearrangement for the Selective Ring-Opening of Three-Membered Rings
Coralie Tugny1, Fa-Guang Zhang1, Ilan Marek1
1The Mallat Family Laboratory of Organic Chemistry, Schulich Faculty of Chemistry, Technion-Israel Institute of Technology, Technion City, 3200009, Haifa, Israel.
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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