Catalytic Enantioselective Addition of Organozirconium Reagents to Aldehydes

A catalytic enantioselective addition reaction of alkylzirconium species to aromatic aldehydes is reported. The reaction, facilitated by a chiral nonracemic diol ligand complex with Ti(O(i)Pr)(4), proceeds under mild and convenient conditions, and no premade organometallic reagents are required sinc...

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Autores principales: Solà, Ricard, Veguillas, Marcos, González-Soria, María José, Carter, Nicholas, Fernández-Ibáñez, M. Angeles, Maciá, Beatriz
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2018
Materias:
Communication
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6017622/
https://www.ncbi.nlm.nih.gov/pubmed/29677123
http://dx.doi.org/10.3390/molecules23040961
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author Solà, Ricard
Veguillas, Marcos
González-Soria, María José
Carter, Nicholas
Fernández-Ibáñez, M. Angeles
Maciá, Beatriz
author_facet Solà, Ricard
Veguillas, Marcos
González-Soria, María José
Carter, Nicholas
Fernández-Ibáñez, M. Angeles
Maciá, Beatriz
author_sort Solà, Ricard
collection PubMed
description A catalytic enantioselective addition reaction of alkylzirconium species to aromatic aldehydes is reported. The reaction, facilitated by a chiral nonracemic diol ligand complex with Ti(O(i)Pr)(4), proceeds under mild and convenient conditions, and no premade organometallic reagents are required since the alkylzirconium nucleophiles are generated in situ by hydrozirconation of alkenes with the Schwartz reagent. The methodology is compatible with functionalized nucleophiles and a broad range of aromatic aldehydes.
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spelling pubmed-60176222018-11-13 Catalytic Enantioselective Addition of Organozirconium Reagents to Aldehydes Solà, Ricard Veguillas, Marcos González-Soria, María José Carter, Nicholas Fernández-Ibáñez, M. Angeles Maciá, Beatriz Molecules Communication A catalytic enantioselective addition reaction of alkylzirconium species to aromatic aldehydes is reported. The reaction, facilitated by a chiral nonracemic diol ligand complex with Ti(O(i)Pr)(4), proceeds under mild and convenient conditions, and no premade organometallic reagents are required since the alkylzirconium nucleophiles are generated in situ by hydrozirconation of alkenes with the Schwartz reagent. The methodology is compatible with functionalized nucleophiles and a broad range of aromatic aldehydes. MDPI 2018-04-20 /pmc/articles/PMC6017622/ /pubmed/29677123 http://dx.doi.org/10.3390/molecules23040961 Text en © 2018 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Communication
Solà, Ricard
Veguillas, Marcos
González-Soria, María José
Carter, Nicholas
Fernández-Ibáñez, M. Angeles
Maciá, Beatriz
Catalytic Enantioselective Addition of Organozirconium Reagents to Aldehydes
title Catalytic Enantioselective Addition of Organozirconium Reagents to Aldehydes
title_full Catalytic Enantioselective Addition of Organozirconium Reagents to Aldehydes
title_fullStr Catalytic Enantioselective Addition of Organozirconium Reagents to Aldehydes
title_full_unstemmed Catalytic Enantioselective Addition of Organozirconium Reagents to Aldehydes
title_short Catalytic Enantioselective Addition of Organozirconium Reagents to Aldehydes
title_sort catalytic enantioselective addition of organozirconium reagents to aldehydes
topic Communication
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6017622/
https://www.ncbi.nlm.nih.gov/pubmed/29677123
http://dx.doi.org/10.3390/molecules23040961
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AT carternicholas catalyticenantioselectiveadditionoforganozirconiumreagentstoaldehydes
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