Journal
CHEMICAL COMMUNICATIONS
Volume 51, Issue 50, Pages 10186-10189Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c5cc03289j
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Funding
- National University of Singapore [R-143-000-599-112]
- Ministry of Education (MOE) of Singapore [R-143-000-494-112]
- GSK-EDB [R-143-000-491-592]
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The first phosphine-catalyzed enantioselective gamma-addition of 3-fluoro-oxindoles to 2,3-butadienoates has been developed. A range of 3-fluoro-substituted oxindole substrates were employed, and oxindoles containing a 3-fluoro quaternary center were constructed in high yields and with excellent enantioselectivities. The gamma-addition products could be converted readily to optically enriched 3-fluoro-3-allyl oxindole derivatives.
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