Design and synthesis of new bis-hydrazones and pyridine bis-hydrazones: Application in the asymmetric Diels-Alder reaction
The design of two different types of new chiral bis-hydrazones 5 (bidentate N,N ligands, type A) and pyridine bis-hydrazones 7 ('pincer' N,N,N ligands, type B) is discussed. Preliminary results on the copper(II)-catalyzed Diels-Alder reaction of N-(E)-crotyloxazolidin-2-one (8) with cyclop...
| Autores: | , , , , |
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| Formato: | artículo |
| Fecha de publicación: | 2012 |
| País: | España |
| Recursos: | Consejo Superior de Investigaciones Científicas (CSIC) |
| Repositorio: | DIGITAL.CSIC. Repositorio Institucional del CSIC |
| OAI Identifier: | oai:digital.csic.es:10261/96609 |
| Acesso em linha: | http://hdl.handle.net/10261/96609 |
| Access Level: | acceso abierto |
| Palavra-chave: | Diels-Alder reaction N-ligands Asymmetric catalysis Bis-hydrazones |
| Resumo: | The design of two different types of new chiral bis-hydrazones 5 (bidentate N,N ligands, type A) and pyridine bis-hydrazones 7 ('pincer' N,N,N ligands, type B) is discussed. Preliminary results on the copper(II)-catalyzed Diels-Alder reaction of N-(E)-crotyloxazolidin-2-one (8) with cyclopentadiene (9) revealed that the (2S,6S)-2,6-diphenylpiperidine C2-symmetric substructure in pyridine bis-hydrazone ligand 7c is the key design element leading to good enantioselectivities. ©ARKAT-USA, Inc. |
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