10.1002/anie.202000838
Angewandte Chemie International Edition
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In conclusion, we have developed an efficient organocatalytic
enantioselective Diels-Alder reaction of unbiased quinones with
thiodienecarbamates using a SPINOL chiral phosphoric acid
catalyst. Importantly, inividual redox stereoisomers are directly
accessed in high enantiomeric excesses by simply changing the
amount of quinones used in the cycloaddition reaction. This redox
switching is reversible employing an excess of quinone, delivering
dihydronaphthalene-1,4-diols or tetrahydronaphthalene-1,4-
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Acknowledgements ((optional))
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We thank ICSN and CNRS for financial support; T. V. and C. G.
thank Saclay University for the doctoral fellowships.
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Keywords: [4+2] cycloaddition• chiral phosphoric acid • quinone
• Diels-Alder reaction • hydrogen bonding
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