NADH models : II. Mechanism of reduction of electrophilic olefins with 3,5-diethoxycarbonyl-2,6-dimethyl-1,4-dihydropyridine (1) |
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| Authors: | U. K. Pandit, J. B. Steevens,F. R. Mas Cabr |
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| Affiliation: | Organic Chemistry Laboratory, University of Amsterdam, Nieuwe Achtergracht 129, Amsterdam, The Netherlands |
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| Abstract: | Reduction of unsaturated acyl chlorides (5a-c) and acyl anhydrides (9a, b) by Hantzsch ester 3a proceeds by direct transfer of a hydrogen species (presumably a hydride ion). Critically designed experiments rule out a mechanism involving an acyl intermediate of type 2. The implications of these results in the mechanism of NADH-mediated reductions are discussed. |
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| Keywords: | To whom all correspondence should be addressed. |
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