Journal
ORGANIC LETTERS
Volume 14, Issue 17, Pages 4670-4673Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol3021176
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- NSFC [21072044]
- Program for New Century Excellent Talents in University of Ministry of Education [NCET-11-0938]
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An organocatalytic asymmetric sulfenylation of 3-aryloxindoles with N-(sulfanyl)succinimides has been developed by using commercially available (DHOD)(2)PHAL as catalyst. Various chiral 3-benzylthio-, alkylthio-, and arylthio-substituted oxindoles, containing 3,3-disubstituted quarternary carbon stereocenters, could be obtained in high enantioselectivities (85-97% ee). Furthermore, the opposite enantiomers of the sulfenylated products were readily accessible with equal excellent enantioselectivities (86-95% ee) by replacing the catalyst with (DHQ)(2)PHAL.
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