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[4+2]Type Cycloaddition of Aldimines Bearing α-Hydrogens with 2-Siloxy-1, 3-butadienes Catalyzed by Trimethylsilyl Triflate
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1993
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Chemical EngineeringTrimethylsilyl TriflateEngineeringEnantioselective SynthesisUnactivated IminesCross-coupling ReactionNatural SciencesDiversity-oriented SynthesisAldimines BearingOrganic ChemistryOrganometallic CatalysisCatalysisChemistryRelative StereochemistryBiomolecular Engineering
[4+2]Type cycloaddition of unactivated imines bearing α-hydrogens with 2-siloxy-1,3-butadienes has been performed efficiently by using trimethylsilyl triflate as a catalyst. The relative stereochemistry in the major diastereomers of the cycloaddducts has been assigned to be trans between C(2) and C(6) substituents.