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Organocatalytic Enantioselective Cycloaddition of o ‐Quinone Methides with Oxazolones: Asymmetric Synthesis of Dihydrocoumarins
Author(s) -
Kim Kyeong Seop,
Jang Jihoon,
Kim Dae Young
Publication year - 2020
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.202003817
Subject(s) - enantioselective synthesis , bifunctional , squaramide , cycloaddition , quinone , chemistry , organocatalysis , organic chemistry , catalysis , combinatorial chemistry
The organocatalytic enantioselective cycloaddition of ortho ‐quinone methides with oxazolones promoted by a chiral binaphthyl‐modified squaramide bifunctional organocatalyst was developed, allowing an efficient synthesis of chiral dihydrocoumarins with excellent enantioselectivity (up to 97 % ee). This approach represents a practical method for the preparation of chiral 3,4‐dihydrocoumarin derivatives.