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- Title
Enantioselective Michael Addition of Cyclic β-Diones to α,β-Unsaturated Enones Catalyzed by Quinine-Based Organocatalysts.
- Authors
Qingqing Wang; Wei Wang; Ling Ye; Xuejun Yang; Xinying Li; Zhigang Zhao
- Abstract
An enantioselective (52-98% ee) Michael addition between cyclic &#946-diones and α,β-unsaturated enones was established in the presence of quinine-based primary amine or squaramide. A variety of cinnamones were smoothly converted into the desired 3,4-dihydropyrans in moderate to high yields (63-99%). Chalcones were also suitable acceptors and gave rise to the expected adducts in satisfactory yields (31-99%). The resulting adducts readily underwent further modification to form fused 4H-pyran or 2,3-dihydrofuran.
- Subjects
ENANTIOSELECTIVE catalysis; MICHAEL reaction; CARBONYL compounds; QUININE; CHALCONES
- Publication
Molecules, 2017, Vol 22, Issue 7, p1096
- ISSN
1420-3049
- Publication type
Article
- DOI
10.3390/molecules22071096