Synthesis of enantiomerically pure cyclohex-2-en-1-ols: development of novel multicomponent reactions.
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.
Strübing
Dirk
D
Leibniz-Institut für Organische Katalyse an der Universität Rostock e.V. Buchbinderstr. 5-6, Germany.
Kirschner
Anett
A
Neumann
Helfried
H
Hübner
Sandra
S
Klaus
Stefan
S
Bornscheuer
Uwe T
UT
Beller
Matthias
M