Journal
ORGANIC CHEMISTRY FRONTIERS
Volume 6, Issue 9, Pages 1442-1447Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c9qo00145j
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Funding
- National Natural Science Foundation of China [21602252, 81725020, 81701981]
- Hong Kong Scholars Program [XJ201713]
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An effective organocatalytic asymmetric Michael/alkylation cascade reaction of 5-alkenyl thiazolones with 3-chloroxindoles catalyzed by Takemoto's bifunctional aminothiourea catalyst was developed. A variety of highly functionalized spiro-thiazolone-cyclopropane-oxindoles with three contiguous stereocenters, including two vicinal quaternary centers, were obtained in good yields (60%-86%) with moderate to good diastereoselectivities (up to 9.4 : 1 dr) and good enantioselectivities (up to 93% ee).
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