Publication | Closed Access
Synthesis of Enantiomerically Pure Cyclohex‐2‐en‐1‐ols: Development of Novel Multicomponent Reactions
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Citations
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References
2005
Year
Novel OrganocatalystsEngineeringAlkene MetathesisBiochemistryNatural SciencesNovel Multicomponent ReactionsOrganic ChemistryCatalysisStereoselective SynthesisChemistryCorresponding EnantiomersHigh EnantioselectivityAsymmetric CatalysisEnantioselective SynthesisBiomolecular EngineeringMulticomponent 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.
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