Highly Enantioselective Organocatalytic Sulfenylation of 3-Aryloxindoles
Organic Letters2012Vol. 14(17), pp. 4670–4673
Citations Over TimeTop 10% of 2012 papers
Zhiqiang Han, Wenchao Chen, Shengyi Dong, Caiyun Yang, Hongjun Liu, Yuanhuang Pan, Lin Yan, Zhiyong Jiang
Abstract
An organocatalytic asymmetric sulfenylation of 3-aryloxindoles with N-(sulfanyl)succinimides has been developed by using commercially available (DHQD)(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.
Related Papers
- → Organocatalysis in Radical Chemistry. Enantioselective α-Oxyamination of Aldehydes(2007)294 cited
- → Organocatalytic Enantioselective Synthesis of Tetrahydropyridines(2018)26 cited
- → Organocatalytic Enantioselective Synthesis of P‐Stereogenic Chiral Oxazaphospholidines(2016)26 cited
- → ChemInform Abstract: Organocatalytic Asymmetric Synthesis and Use of Organoselenium Compounds(2013)
- → ChemInform Abstract: Organocatalytic Enantioselective Synthesis of P‐Stereogenic Chiral Oxazaphospholidines.(2016)