Wittig-type olefination of alcohols promoted by nickel nanoparticles: synthesis of polymethoxylated and polyhydroxylated stilbenes

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Title: Wittig-type olefination of alcohols promoted by nickel nanoparticles: synthesis of polymethoxylated and polyhydroxylated stilbenes
Authors: Alonso, Francisco | Riente Paiva, Paola | Yus, Miguel
Research Group/s: Nuevas Metodologías en Síntesis Orgánica
Center, Department or Service: Universidad de Alicante. Departamento de Química Orgánica | Universidad de Alicante. Instituto Universitario de Síntesis Orgánica
Keywords: Alcohols | Olefination | Nickel | Nanoparticles | Wittig reactions
Knowledge Area: Química Orgánica
Date Created: 2009
Issue Date: 8-Oct-2009
Publisher: Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
Citation: ALONSO VALDÉS, Francisco; RIENTE PAIVA, Paola; YUS ASTIZ, Miguel. "Wittig-type olefination of alcohols promoted by nickel nanoparticles: synthesis of polymethoxylated and polyhydroxylated stilbenes". European Journal of Organic Chemistry. Vol. 2009, Issue 34 (Oct. 2009). ISSN 1434-193X, pp. 6034-6042
Abstract: Nickel nanoparticles were found to promote the Wittig-type olefination of primary alcohols with phosphorus ylides. The latter can be prepared from the corresponding phosphonium salts with nBuLi or in situ generated with lithium metal. The methodology is especially efficient for the synthesis of stilbenes and is applied in the absence of any additive as ahydrogen acceptor. A new approach to the synthesis of polymethoxylated and polyhydroxylated stilbenes, including resveratrol, DMU-212 and analogues, is presented.
Sponsor: Spanish Ministerio de Educación y Ciencia (MEC); Grant Number: CTQ2007-65218, CSD2007-00006.
URI: http://hdl.handle.net/10045/12846
ISSN: 1434-193X (Print) | 1099-0690 (Online)
DOI: 10.1002/ejoc.200900951
Language: eng
Type: info:eu-repo/semantics/article
Peer Review: si
Publisher version: http://www.interscience.wiley.com/
Appears in Collections:INV - MESO - Artículos de Revistas
INV - SINTAS - Artículos de Revistas
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