Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 54, Issue 38, Pages 11209-11213Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201504790
Keywords
asymmetric catalysis; 2-azadienes; cobalt complexes; Povarov reaction; tetrahydroquinolines
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Funding
- NSFC [21202155, 21232007]
- Anhui Provincial Natural Science Foundation [1408085QB24]
- Anhui Agricultural University [Yj2013-9]
- Ministry of Education
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The sodium salts of anionic chiral cobalt(III) complexes (CCC- Na+) have been found to be efficient catalysts of the asymmetric Povarov reaction of easily accessible dienophiles, such as 2,3-dihydrofuran, ethyl vinyl ether, and an N-protected 2,3-dihydropyrrole, with 2-azadienes. Ring-fused tetrahydroquinolines with up to three contiguous stereogenic centers were thus obtained in high yields, excellent diastereoselectivities (endo/exo up to > 20:1), and high enantioselectivities (up to 95:5 e.r.).
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