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An impressive example of the directed “twisting” of bridged, configuratively labile biaryls with chiral H-nucleophiles is seen in the atropo-enantioselective, ring-opening reduction of lactone 1 to alcohol 2 with borane THF in the presence of the chiral oxazaborolidine 3. After one recrystallization 2 is enantiomerically pure.
Bringmann et al. (Mon,) studied this question.
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