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Título: | Synthesis of highly functionalized enantiopure halocyclopropanes derived from carbohydrates |
Autor: | Rodríguez-Solla, Humberto; Concellón, Carmen; Amo, Vicente del; Díaz-Pardo, Ainhoa; Blanco, Elena G.; García-Granda, Santiago CSIC ORCID ; Díaz, M. Rosario CSIC; Llavona, Ricardo; Soengas, Raquel G. | Palabras clave: | Carbohydrates Amides Carbenoids Chromium Small ring systems |
Fecha de publicación: | 2013 | Editor: | Wiley-VCH | Citación: | European Journal of Organic Chemistry (22): 4953-4961 (2013) | Resumen: | A chromium-mediated synthesis of enantiopure sugar-based halocyclopropanecarboxamides is reported. This reaction can be stereospecifically carried out on (E)- or (Z)-¿,ß-unsaturated amides and takes place with the formation of a new C-Hal stereogenic center, which is generated with total stereoselectivity. Synthetic applications of the obtained halocyclopropanecarboxamides are also reported. The structure of the halocyclopropanes and derivatives were established by X-ray analysis. A mechanism to explain these transformations is proposed. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. | URI: | http://hdl.handle.net/10261/112933 | DOI: | 10.1002/ejoc.201300322 | Identificadores: | doi: 10.1002/ejoc.201300322 issn: 1434-193X e-issn: 1099-0690 |
Aparece en las colecciones: | (CINN) Artículos |
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