Catalytic Enantioselective Addition of Organozirconium Reagents to Aldehydes
by
Ricard Solà 1, Marcos Veguillas 1
, María José González-Soria 1, Nicholas Carter 1, M. Angeles Fernández-Ibáñez 2,* and Beatriz Maciá 1,*
Ricard Solà 1, Marcos Veguillas 1, María José González-Soria 1, Nicholas Carter 1, M. Angeles Fernández-Ibáñez 2,* and Beatriz Maciá 1,*
1
Division of Chemistry & Environmental Science, Manchester Metropolitan University, Oxford Road, Manchester M1 5GD, UK
2
Van ’t Hoff Institute for Molecular Sciences, Science Park 904, Amsterdam 1090 GS, The Netherlands
*
Authors to whom correspondence should be addressed.
Molecules 2018, 23(4), 961; https://doi.org/10.3390/molecules23040961
Received: 6 April 2018 / Revised: 17 April 2018 / Accepted: 17 April 2018 / Published: 20 April 2018
(This article belongs to the Special Issue Stereogenic Centers)
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(OiPr)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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Keywords:
alkenes; asymmetric catalysis; titanium; addition to aldehydes; Schwartz reagent
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MDPI and ACS Style
Solà, R.; Veguillas, M.; González-Soria, M.J.; Carter, N.; Fernández-Ibáñez, M.A.; Maciá, B. Catalytic Enantioselective Addition of Organozirconium Reagents to Aldehydes. Molecules 2018, 23, 961.
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