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Synthesis of enantiomerically pure cyclohex-2-en-1-ols: development of novel multicomponent reactions
Authors:Strübing Dirk  Kirschner Anett  Neumann Helfried  Hübner Sandra  Klaus Stefan  Bornscheuer Uwe T  Beller Matthias
Institution:Leibniz-Institut für Organische Katalyse an der Universit?t Rostock e.V. Buchbinderstr. 5-6, Germany.
Abstract:Multicomponent reactions of aldehydes, dienophiles, and alcohols or carboxylic acid anhydrides have been developed for the first time. In situ generation of 1-acyloxy- and 1-alkoxy-1,3-butadiene derivatives in toluene in the presence of electron-deficient dienophiles provides selective and efficient access to functionalized cyclohex-2-ene-1-ols in good yields. Subsequent enzyme-catalyzed kinetic resolution gave the corresponding enantiomers with high enantioselectivity.
Keywords:cyclohexenes  enzymes  kinetic resolution  multicomponent reactions
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