Organocatalytic Asymmetric Synthesis of Highly Functionalized Spiro-Thiazolone-Cyclopropane-Oxindoles Bearing Two Vicinal Spiro Quaternary Centers
ORGANIC CHEMISTRY FRONTIERS(2019)
摘要
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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关键词
organocatalytic asymmetric synthesis,spiro-thiazolone,cyclopropane-oxindoles
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