Stereoselective traceless borylation–allenation of propargylic epoxides: dual role of the copper catalyst

Autor: Mariola Tortosa, Carlos Jarava-Barrera, Alejandro Parra, Ana Arroyo, Laura Amenós
Přispěvatelé: UAM. Departamento de Química Orgánica
Rok vydání: 2017
Předmět:
Zdroj: Biblos-e Archivo: Repositorio Institucional de la UAM
Universidad Autónoma de Madrid
Biblos-e Archivo. Repositorio Institucional de la UAM
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Popis: This is the peer reviewed version of the following article: Chemistry: A European Journal 23.69 (2017): 17478 –17481, which has been published in final form at http://doi.org/10.1002/chem.201705019. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving
Chiral α-allenols are prepared with high diastereocontrol through an unprecedented and spontaneous β-oxygen elimination of an α-epoxy vinyl boronate. Stochiometric experiments and DFT calculations support a dual role of the copper catalyst, which orchestrates the hydroboration and the syn-elimination step
The European ResearchCouncil (ERC-337776) and MINECO (CTQ2016-78779-R) for financial support M.T.thanks MICINNfor a RyC contract
Databáze: OpenAIRE