Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 13, Issue 22, Pages 6371-6379Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c5ob00774g
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Funding
- National Natural Science Foundation of China [21272230]
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A cinchona alkaloid catalyzed diastereoselective and enantioselective sulfa-Michael/aldol cascade reaction between 1,4-dithiane-2,5-diol and isoindigos has been successfully developed to afford the highly congested bispirooxindole tetrahydrothiophenes with vicinal quaternary spirocenters in high yields (up to 91%), excellent diastereoselectivities (up to >20 : 1 dr), and good enantioselectivities (up to 98% ee). Some synthetic transformations of the reaction products were also studied.
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