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- W2017518412 abstract "The synthesis of oxazaborolidines of types 1 and 2, derived from chiral diethanolamines and their behaviour, as catalysts for the asymmetric reduction of acetophenone by borane has been investigated. Bicyclic oxazaborolidines of type 2 afforded the expected alcohol in good yield but with modest ee's (ee<40%). Monocyclic oxazaborolidines of type 1 gave better results. For instance, catalyst 16 allowed the isolation of (S) α-methyl benzyl alcohol with 72% ee while oxazaborolidine 26, structurally close to 16, produced a remarkable reversal of enantiofacial selectivity. The origin of the enantioselectivity of these catalysts is discussed on the basis of transition state models." @default.
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- W2017518412 date "1995-05-01" @default.
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- W2017518412 title "Enantioselective borane reduction of acetophenone catalysed by oxazaborolidines derived from chiral diethanolamines" @default.
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- W2017518412 doi "https://doi.org/10.1016/0957-4166(95)00134-b" @default.
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