Journal
ACS CATALYSIS
Volume 8, Issue 12, Pages 11600-11604Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.8b03582
Keywords
asymmetric catalysis; cooperative catalysis; palladium catalysis; chiral squaramide; multisubstituted tetrahydrofurans; cycloaddition
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Funding
- National Natural Science Foundation of China [21572130, 21871179]
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An efficient method for the enantio- and diastereoselective construction of multisubstituted tetrahydrofurans via asymmetric decarboxylative cycloaddition of vinylethylene carbonates with beta-nitroolefins under a cooperative catalysis of palladium complex and squaramide is developed. By using a palladium complex generated in situ from Pd-2(dba)(3)center dot CHCl3 and phosphoramidite L1 and chiral squaramide OC4 as cooperative catalysts under mild conditions, the process provided multisubstituted tetrahydrofurans bearing a quaternary stereo center in good to high yields with acceptably high enantio- and diastereoselectivities.
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