Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 17, Issue 21, Pages 5375-5380Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c9ob00998a
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Funding
- National Natural Science Foundation of China [21272024]
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An efficient and practical organocatalyzed asymmetric formal [2 + 1] cycloaddition of 3-chlorooxindoles with 5-alkenyl thiazolones by using hydroquinine-derived squaramide as the catalyst has been developed. Under mild conditions, a broad range of spirooxindole-fused spirothiazolones bearing three adjacent stereogenic centers including two vicinal spiro quaternary chiral centers were obtained in high yields (up to 99% yield) with excellent diastereoselectivities (up to >99 : 1 dr) and enantioselectivities (up to 99% ee).
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