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Organocatalytic Enantioselective Cycloaddition of o-Quinone Methides with Oxazolones: Asymmetric Synthesis of Dihydrocoumarins

Authors
Kim, Kyeong SeopJang, JihoonKim, Dae Young
Issue Date
13-Nov-2020
Publisher
WILEY-V C H VERLAG GMBH
Keywords
Organocatalysis; Cycloaddition; ortho-Quinone methides; Dihydrocoumarins; Oxazolones
Citation
ChemistrySelect, v.5, no.42, pp 13259 - 13262
Pages
4
Journal Title
ChemistrySelect
Volume
5
Number
42
Start Page
13259
End Page
13262
URI
https://scholarworks.bwise.kr/sch/handle/2021.sw.sch/2317
DOI
10.1002/slct.202003817
ISSN
2365-6549
Abstract
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.
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