Extending Pummerer reaction chemistry. Examination of the prospects for forming vicinal quaternary carbon centers |
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| Authors: | Ken S. Feldman Ahmed Yimam Nuriye |
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| Affiliation: | Department of Chemistry, The Pennsylvania State University, University Park, Pennsylvania 16802, USA |
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| Abstract: | Pummerer chemistry applied to 2-sulfinyl indoles promotes oxidative cyclization of pendant nucleophiles to furnish C(3) spirocyclic indolenine products. Use of tetrasubstituted silyl enol ether nucleophiles in this transform yields spirocycles featuring vicinal all-carbon quaternary centers in two cases, but fails when a nearby amine can intervene. |
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