Journal
CHINESE JOURNAL OF CHEMISTRY
Volume 30, Issue 11, Pages 2669-2675Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/cjoc.201200942
Keywords
asymmetric organocatalysis; aza-Diels-Alder; O-Michael addition; hemiaminal; pyrano[2,3-b]-pyridines
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Funding
- Natural Science Foundation of China [20972101, 21125206]
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An asymmetric aza-Diels-Alder and O-Michael addition sequence has been developed to construct chiral hydropyrano[2,3-b]pyridine derivatives with good yields and excellent stereoselectivity, by starting with N-Ts-1-aza-1,3-butadienes and aliphatic aldehydes tethered to an alpha,beta-unsaturated ketone motif. A tandem O-Michael addition reaction was completed via acid catalysis.
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