Atropoisomeric quinolinium salt promoting the access to both enantiomeric forms of methyl mandelate: a versatile NADH mimic.

Chem Commun (Camb)

Laboratoire de Chimie Organique Fine et Hétérocyclique, I.R.C.O.F, 1, rue Tesnieres, Mont-Saint-Aignan, France 76131.

Published: October 2002

Asymmetric reduction of methyl benzoylformate by a new NADH mimic is reported; depending on the hydride source used to reduce the NAD+ precursor, NADH mimics so obtained lead to an inversion of enantioselectivity, affording either (R)-methyl mandelate in 88% ee or (S)-methyl mandelate in 78% ee.

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Source
http://dx.doi.org/10.1039/b207434fDOI Listing

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