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Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)
 

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Carbonyl orientation determines regio- and enantioselectivity in 1,2-/1,4-reduction of an NAD model compound.

An optically active, axially chiral NAD model compound(1) with a quinoline ring system was reduced by the chiral NADH model compound (4), affording a mixture of 1,2- and 1,4-dihydroquinolines. The carbonyl orientation governs the molecular arrangement in the transition state of the reaction and determines the regio- and enantioselectivity of the product.[1]

References

  1. Carbonyl orientation determines regio- and enantioselectivity in 1,2-/1,4-reduction of an NAD model compound. Mikata, Y., Aida, S., Yano, S. Org. Lett. (2004) [Pubmed]
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