The effect of pre-existing stereocenters in the intramolecular asymmetric Stetter reaction |
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Authors: | Nathan T. Reynolds |
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Affiliation: | Department of Chemistry, Colorado State University, Fort Collins, CO 80523, USA |
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Abstract: | A series of disubstituted cyclopentanones have been synthesized by the intramolecular Stetter reaction. Racemic substrates containing one chiral center were used, allowing us the opportunity to observe a parallel kinetic resolution in the synthesis of 2,3- and 2,4-disubstituted cyclopentanones. The Stetter reaction of 2,5-disubstituted cyclopentanones proved to be substrate controlled, resulting in the selective formation of the cis-diasteromers with low ee. |
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Keywords: | Stetter reaction Cyclopentanones Stereoselective |
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