Journalartikel

Alcohol Cross-Coupling for the Kinetic Resolution of Diols via Oxidative Esterification


AutorenlisteHofmann, C; Schümann, JM; Schreiner, PR

Jahr der Veröffentlichung2015

Seiten1972-1978

ZeitschriftThe Journal of Organic Chemistry

Bandnummer80

Heftnummer3

Open Access StatusBronze

DOI Linkhttps://doi.org/10.1021/jo502670p

VerlagAmerican Chemical Society


Abstract

We present an organocatalytic C–O-bond cross-coupling strategy to
kinetically resolve racemic diols with aromatic and aliphatic alcohols,
yielding enantioenriched esters. This one-pot protocol utilizes an
oligopeptide multicatalyst, m-CPBA as the oxidant, and N,N′-diisopropylcarbodiimide as the activating agent. Racemic acyclic diols as well as trans-cycloalkane-1,2-diols
were kinetically resolved, achieving high selectivities and good yields
for the products and recovered diols.




Zitierstile

Harvard-ZitierstilHofmann, C., Schümann, J. and Schreiner, P. (2015) Alcohol Cross-Coupling for the Kinetic Resolution of Diols via Oxidative Esterification, The Journal of Organic Chemistry, 80(3), pp. 1972-1978. https://doi.org/10.1021/jo502670p

APA-ZitierstilHofmann, C., Schümann, J., & Schreiner, P. (2015). Alcohol Cross-Coupling for the Kinetic Resolution of Diols via Oxidative Esterification. The Journal of Organic Chemistry. 80(3), 1972-1978. https://doi.org/10.1021/jo502670p



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