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- W1972034982 abstract "Dihydroxyborane - formaldehyde adducts of oxazaborolidine were used as models of alkoxyborane - ketone adducts of chiral oxazaborolidines (e.g.1) being potentially involved as intermediates in the enantioselective reductions (catalyzed by 1). The models were studied by means of ab initio MO methods. Energies (MP2/6-31G∗//MP2/6-31G∗) of the formation of HB(OH)2 - H2CO adducts were clearly negative (e.g. − 94 kJ mol−1) but only about 70% of that of the corresponding H2BOH adduct. In all these adducts both ends of H2CO were bound (H2CO as a bidentate ligand). Isomeric monodentate adducts were predicted to be unstable. Optimization (MP2/6-31G∗) of one conformer of the monodentate adducts led to the corresponding bidentate adducts whereas in the case of another conformer a hydride transfer [from the HB(OH)2 moiety to the H2CO one] followed by opening of the oxazaborolidine ring took place (ΔE = −246 kJ mol−1)." @default.
- W1972034982 created "2016-06-24" @default.
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- W1972034982 date "1996-09-01" @default.
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- W1972034982 title "HB(OH)2 and H2CO as probes for a study on binding of dialkoxyboranes and ketones to oxazaborolidines capable of catalyzing the enantioselective reduction of ketones" @default.
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- W1972034982 doi "https://doi.org/10.1016/0957-4166(96)00341-2" @default.
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