Regioselectivity Switch Based on the Stoichiometry: Stereoselective Synthesis of Trisubstituted Vinyl Epoxides by Cu-Catalyzed 3-exo-trig Cyclization of α-Allenols
Typical transition metal-catalyzed oxycyclization of allenols takes place at the terminal allene carbon via a 5-endo path and forms dihydrofurans. A copper-catalyzed protocol brought about a reversed regioselectivity, generating a series of trisubstituted epoxides through a 3-exo-cyclization/sulfony...
| Autores: | , , , , |
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| Tipo de recurso: | artículo |
| Estado: | Versión publicada |
| Fecha de publicación: | 2022 |
| País: | España |
| Institución: | Consejo Superior de Investigaciones Científicas (CSIC) |
| Repositorio: | DIGITAL.CSIC. Repositorio Institucional del CSIC |
| OAI Identifier: | oai:digital.csic.es:10261/289436 |
| Acceso en línea: | http://hdl.handle.net/10261/289436 |
| Access Level: | acceso abierto |
| Palabra clave: | allenes copper cyclization regioselectivity sulfones |
| Sumario: | Typical transition metal-catalyzed oxycyclization of allenols takes place at the terminal allene carbon via a 5-endo path and forms dihydrofurans. A copper-catalyzed protocol brought about a reversed regioselectivity, generating a series of trisubstituted epoxides through a 3-exo-cyclization/sulfonylation cascade. The current stoichiometry control of regioselectivity may open singular opportunities in chemical transformations. (Figure presented.). |
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