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Asymmetric Diels–Alder reactions of a chiral sugar nitroalkene: diastereofacial selectivity and regioselectivity
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Citations
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References
1992
Year
Asymmetric CatalysisCyclohexene DerivativesDerivativesUncatalysed Diels–alder AdditionEngineeringOrganic ChemistryStereoselective SynthesisChemistryDiastereofacial SelectivityChiral Sugar NitroalkeneEnantioselective SynthesisBiomolecular EngineeringComplete RegioselectivityAsymmetric Diels–alder Reactions
The uncatalysed Diels–Alder addition of 1 -(trimethylsilyloxy)- and 1 -acetoxybuta-1,3-diene to a sugar-derived nitroalkene proceeds with complete regioselectivity and diastereofacial selectivity to yield crystalline, optically pure, cyclohexene derivatives.
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