Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 15, Pages 4135-4139Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201611291
Keywords
asymmetric catalysis; heterocycles; hydrogenation; ruthenium; tandem reactions
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Funding
- National Natural Science Foundation of China [21232008, 21232001, 21473216, 21521002]
- CAS [QYZDJSSW-SLH023]
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The first asymmetric hydrogenation of in situ generated isochromenylium derivatives is enabled by tandem catalysis with a binary system consisting of Cu(OTf)(2) and a chiral cationic ruthenium-diamine complex. A range of chiral 1H-isochromenes were obtained in high yields with good to excellent enantioselectivity. These chiral 1H-isochromenes could be easily transformed into isochromanes, which represent an important structural motif in natural products and biologically active compounds. The chiral induction was rationalized by density functional theory calculations.
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