Journal
ORGANIC CHEMISTRY FRONTIERS
Volume 4, Issue 12, Pages 2301-2305Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c7qo00531h
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Funding
- National Natural Science Foundation [21390400, 21421062]
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A highly enantioselective conjugate addition reaction of 3-substituted benzothiophen-2-ones to 2-phthalimidoacrylates has been developed using a bifunctional tertiary-amine thiourea catalyst. A number of chiral 3-substituted benzothiophen-2-one compounds were obtained with excellent yields (up to 99%) and very good stereoselectivities (up to > 19 : 1 dr and up to 92% ee). The reaction was proved to be an efficient strategy for the synthesis of enantioenriched a-amino acid derivatives with 1,3-nonadjacent stereogenic centers.
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