Facile and highly diastereoselective synthesis of 3-aminooxindoles via AgOAc-catalyzed vinylogous Mannich reaction
TetrahedronPublished 8 March 2012
Yu‐Hua Shi, Zheng Wang, Ying Shi, Wei‐Ping Deng
Citations30
SJR quartileQ3
SJR score0.43
SNIP0.60
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TL;DR
A novel AgOAc-catalyzed vinylogous Mannich reaction between easily prepared imines 1 derived from isatins and trimethylsilyloxyfuran 2 (TMSOF) was developed, providing a facile synthetic route to get access to synthetically useful quaternary 3-aminooxindole.
Abstract
A novel AgOAc-catalyzed vinylogous Mannich reaction between easily prepared imines 1 derived from isatins and trimethylsilyloxyfuran 2 (TMSOF) was developed. This method provided a facile synthetic route to get access to synthetically useful quaternary 3-aminooxindole in excellent yields (94–99%) and diastereoselectivities (>99:1).
Keywords
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