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High enantioselectivity can be achieved when chiral oxazaborolidines are used as catalysts in the reduction of ketones by borane. In the transition state on the way to the complex chiral compounds, the two reactants are activated and held in close proximity by the catalyst, as shown below.
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Corey et al. (Mon,) studied this question.
synapsesocial.com/papers/6a1e39e76597233a0b406bee — DOI: https://doi.org/10.1002/(sici)1521-3773(19980817)37:15<1986::aid-anie1986>3.0.co;2-z
E. J. Corey
Brigham and Women's Hospital
Christopher J. Helal
Biogen (United States)
Angewandte Chemie International Edition
Harvard University
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