Enantioselective catalytic lithiation using a chiral binaphthyl derivative as electron carrier

Please use this identifier to cite or link to this item: http://hdl.handle.net/10045/34357
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Title: Enantioselective catalytic lithiation using a chiral binaphthyl derivative as electron carrier
Authors: Martínez Flores, Regina | Pastor, Isidro M. | Yus, Miguel
Research Group/s: Síntesis Asimétrica (SINTAS) | Nuevos Materiales y Catalizadores (MATCAT)
Center, Department or Service: Universidad de Alicante. Departamento de Química Orgánica
Keywords: Lithium metal | Stereoselectivity | Binaphthyl derivatives | Arene catalyzed lithiation
Knowledge Area: Química Orgánica
Issue Date: 18-Aug-2013
Publisher: Arkat USA, Inc.
Citation: ARKIVOC. 2013, 2014(2): 71-84
Abstract: The lithiation, of the secondary chloride 2, catalyzed by binaphthyl derivatives, i.e. BINAM 4, BINOL 5, BINAP 6, H8-BINAP 7, Tol-BINAP 8, 2,2’-bis(pyrrolidin-1-yl)-1,1’-binaphthalene 9, and 2,2’-dimethyl-1,1’-binaphthalene 11, in the presence of different ketones has been studied, yielding the corresponding alcohol derivatives 3 and 12-16 in moderate to good yields. Binaphthyl derivative 11 has revealed to be very active as catalyst in the lithiation process at room temperature, and has allowed the preparation of the alcohol derivatives with enantioselectivities up to 50%.
Sponsor: Financial support from the Ministerio de Ciencia e Innovación (MICINN) of Spain (Project Nos. CTQ2007-65218, CTQ2011-24165, Consolider Ingenio 2010 CSD2007-00006), the Generalitat Valenciana (PROMETEO/2009/0349 and FEDER), and the Universidad de Alicante is acknowledged.
URI: http://hdl.handle.net/10045/34357
ISSN: 1551-7004 (Print) | 1551-7012 (Online)
Language: eng
Type: info:eu-repo/semantics/article
Rights: © ARKAT-USA, Inc.
Peer Review: si
Publisher version: http://www.arkat-usa.org/arkivoc-journal/browse-arkivoc/2014/2/
Appears in Collections:INV - SINTAS - Artículos de Revistas
INV - MATCAT - Artículos de Revistas
INV - AMIC - Artículos de Revistas

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