Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 57, Issue 46, Pages 15096-15100Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201808289
Keywords
asymmetric catalysis; boron; frustrated Lewis pairs; homogeneous catalysis; hydrogenation
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Funding
- National Natural Science Foundation of China [21602114, 21702109]
- Natural Science Foundation of Tianjin [16JCYBJC42500, 18JCYBJC21400]
- 1000-Talent Youth Program
- Fundamental Research Funds for Central Universities
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We prepared a new class of chiral C-2-symmetric bicyclic bisborane catalysts by addition reactions of internal dienes with the Piers borane, HB(C6F5)(2), and an analogue, HB(p-C6F4H)(2). The dependence of the addition pattern on the reaction temperature allowed us to selectively prepare two diastereomeric catalysts from a single diene precursor. The bisboranes prepared in situ exhibited excellent activity (turnover numbers up to 200 at -40 degrees C) and enantioselectivity (up to 95% ee) in imine hydrogenation reactions.
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