The first regioselective alpha-deprotonation and functionalization of allenamides. An application in intramolecular Pauson-Khand-type cycloadditions |
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| Authors: | Xiong H Hsung R P Wei L L Berry C R Mulder J A Stockwell B |
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| Affiliation: | Department of Chemistry, University of Minnesota, Minneapolis, Minnesota 55455, USA. |
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| Abstract: | [rection: see text] The first regioselective alpha-deprotonation and functionalization of electron-deficient allenamines are described here. The acidities of alpha- and gamma-allenic protons of these allenamides are readily differentiated using strong bases, thereby allowing regioselective substitutions at either the alpha- or gamma-allenic position. A specific synthetic application of the novel alpha-substituted allenamides in intramolecular Pauson-Khand-type cycloadditions is also described here. |
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