Alkynenitriles: chelation-controlled conjugate additions |
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| Authors: | Fleming Fraser F Gudipati Venugopal Steward Omar W |
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| Institution: | Department of Chemistry and Biochemistry, Duquesne University, Pittsburgh, Pennsylvania 15282-1530, USA. flemingf@duq.edu |
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| Abstract: | reaction: see text] Chelation between gamma-hydroxybutynenitrile and Grignard reagents triggers a particularly facile anionic conjugate addition reaction. Structurally diverse Grignard reagents add with equal efficiency, providing an intermediate anion that stereoselectively alkylates benzaldehyde in an overall addition-alkylation reaction. |
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