Regioselective carbon-carbon bond cleavage in the oxidation of cyclopropenylcarbinols |
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| Authors: | Basheer Ahmad Mishima Masaaki Marek Ilan |
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| Affiliation: | Mallat Family Laboratory of Organic Chemistry, Schulich Faculty of Chemistry and the Lise Meitner-Minerva Center for Computational Quantum Chemistry, Technion-Israel Institute of Technology, Technion City, Haifa 32000 Israel. |
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| Abstract: | The strained double bond of cyclopropenylcarbinols undergoes a facile oxidation reaction to lead to unsaturated carbonyl derivatives. The distribution of the formed products depends on the relative stability of carbon-centered radical species, and the Sharpless kinetic resolution leads to enantiomerically pure Baylis-Hillman enal adducts. |
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