Origin of Enantioselectivity in CF3−PIP-Catalyzed Kinetic Resolution of Secondary Benzylic Alcohols
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چکیده
منابع مشابه
Theoretical prediction of selectivity in kinetic resolution of secondary alcohols catalyzed by chiral DMAP derivatives.
The mechanism of esterification of the secondary alcohol 1-(1-naphthyl)ethanol 9 by isobutyric anhydride catalyzed by 4-pyrrolidinopyridine (PPY, 11) and a series of single enantiomer atropisomeric 4-dialkylaminopyridines 8a-g has been studied computationally at the B3LYP/6-311+G(d,p)//B3LYP/6-31G(d) level. Comparison of the levels of enantioselectivity predicted computationally with the result...
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The first palladium-catalyzed enantioselective oxidation of secondary alcohols has been developed, utilizing the readily available diamine (-)-sparteine as a chiral ligand and molecular oxygen as the stoichiometric oxidant. Mechanistic insights regarding the role of the base and hydrogen-bond donors have resulted in several improvements to the original system. Namely, addition of cesium carbona...
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Additional References: Footnote 16: Sparteine has been used as a ligand for palladium-catalyzed allylic substitution reactions and olefin polymerization reactions. (a) Trost, B. M.; Dietsch, T. J. J. Amer. Chem. Soc. 1973, 95, 8200. (b) Togni, A.; Rihs, G.; Pregosin, P. S.; Ammann, C. Helv. Chim. Acta 1990, 73, 723. (c) Togni, A. Tetrahedron: Asymmetry 1991, 2, 683. (d) Pregosin, P. S.; Ruegger...
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ژورنال
عنوان ژورنال: Journal of the American Chemical Society
سال: 2008
ISSN: 0002-7863,1520-5126
DOI: 10.1021/ja805275s