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June 1, 1992Angewandte Chemie International Edition in English131 citations

First Atropo‐Enantioselective Ring Opening of Achiral Biaryls Containing Lactone Bridges with Chiral Hydride‐Transfer Reagents Derived from Borane

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GBGerhard BringmannTHThomas Härtung

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Abstract

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.

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Cite This Study

Bringmann et al. (1992) studied this question.

synapsesocial.com/papers/6a8714b524dcec08efbf0594https://doi.org/10.1002/anie.199207611
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