Highly diastereoselective and enantioselective C-H functionalization of 1,2-dihydronaphthalenes: a combined C-H activation/Cope rearrangement followed by a retro-Cope rearrangement |
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Authors: | Davies Huw M L Jin Qihui |
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Institution: | Department of Chemistry, University at Buffalo, The State University of New York, Buffalo, NY 14260-3000, USA. hdavies@buffalo.edu |
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Abstract: | The Rh2(S-DOSP)4-catalyzed reaction of vinyldiazoacetates with dihydronaphthalenes results in a highly enantioselective (91-99.6% ee) and diastereoselective (>98% de) C-H functionalization. The apparent intermolecular C-H insertion was demonstrated to be a combined C-H activation/Cope rearrangement followed by a retro-Cope rearrangement. |
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