Diastereoselective allylation and crotylation of N-tert-butanesulfinyl imines with allylic alcohols

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Title: Diastereoselective allylation and crotylation of N-tert-butanesulfinyl imines with allylic alcohols
Authors: Soares do Rego Barros, Olga | Sirvent Pérez, Juan Alberto | Foubelo, Francisco | Yus, Miguel
Research Group/s: Síntesis Asimétrica (SINTAS)
Center, Department or Service: Universidad de Alicante. Departamento de Química Orgánica | Universidad de Alicante. Instituto Universitario de Síntesis Orgánica
Keywords: N-tert-butanesulfinyl imines | Palladium-catalyzed allylation | Diastereoselectivity | Allylic alcohols
Knowledge Area: Química Orgánica
Issue Date: 24-Apr-2014
Publisher: Royal Society of Chemistry
Citation: Chemical Communications. 2014, 50: 6898-6901. doi:10.1039/C4CC02317J
Abstract: The palladium-catalyzed allylation of N-tert-butanesulfinyl imines with allylic alcohols in the presence of InI as reducing reagent takes place with high diastereoselectivity in reasonable yields. The reaction with crotyl alcohol is totally regioselective, leading to the anti-diastereomer as the main reaction product.
Sponsor: Spanish Ministerio de Ciencia e Innovación (Grant No. CTQ2011-24165), the Generalitat Valenciana (Grant No. PROMETEO/2009/039 and FEDER) and the University of Alicante. OSRB thanks CNPq of Brazil for a fellowship.
URI: http://hdl.handle.net/10045/37069
ISSN: 1359-7345 (Print) | 1364-548X (Online)
DOI: 10.1039/C4CC02317J
Language: eng
Type: info:eu-repo/semantics/article
Rights: This article is licensed under a Creative Commons Attribution 3.0 Unported Licence
Peer Review: si
Publisher version: http://dx.doi.org/10.1039/C4CC02317J
Appears in Collections:INV - SINTAS - Artículos de Revistas

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