Journal
ORGANIC LETTERS
Volume 23, Issue 16, Pages 6504-6509Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c02313
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Funding
- SERB [SR/S2/JCB-17/2008, CRG/2018/000552]
- DST [DST/INSPIRE/04/2016001704]
- Indian Institute of Science Education and Research (IISER), Bhopal
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A bifunctional urea catalyzed cascade reaction of 5-alkenyl thiazolones and monofluorinated beta-diketones, derived from quinine, has been developed, yielding fluorine containing 4-acyloxy thiazoles with high yields and good diastereo- and excellent enantioselectivities. Synthetic transformations, including the synthesis of 4-hydroxy thiazoles, have been successfully demonstrated.
Quinine derived bifunctional urea catalyzed cascade Michael-acyl transfer reaction of 5-alkenyl thiazolones and monofluorinated beta-diketones has been developed. The fluorine containing 4-acyloxy thiazoles were synthesized in high yields and good diastereo-and excellent enantioselectivities. Synthetic transformations, including synthesis of 4-hydroxy thiazoles, have been demonstrated.
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