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Asymmetric Domino Multicatalysis for the Synthesis of 3-Substituted Phthalides: Cinchonine/NHC Cooperative System
- Authors
- Youn, So Won; Song, Hyoung Sub; Park, Jong Hyub
- Issue Date
- Feb-2014
- Publisher
- AMER CHEMICAL SOC
- Citation
- ORGANIC LETTERS, v.16, no.3, pp.1028 - 1031
- Indexed
- SCIE
SCOPUS
- Journal Title
- ORGANIC LETTERS
- Volume
- 16
- Number
- 3
- Start Page
- 1028
- End Page
- 1031
- ISSN
- 1523-7060
- Abstract
- It is demonstrated that two organocatalysts, achiral NHC and chiral bifunctional cinchonine, are mutually compatible and operating concurrently and effectively to promote the asymmetric domino oxidation/oxa-Michael addition reaction. This protocol allowed access to both enantiomers of a product by using two natural, inexpensive pseudoenantiomeric cinchona alkaloids, cinchonine and cinchonidine, as well as to phthalides containing a chiral quaternary carbon center in good enantioselectivities.
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Related Researcher
- Youn, So Won
- COLLEGE OF NATURAL SCIENCES (DEPARTMENT OF CHEMISTRY)