Journal
RSC ADVANCES
Volume 5, Issue 128, Pages 106234-106238Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c5ra17788j
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Funding
- National Natural Science Foundation of China [21206148, 21406201]
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The endo- and S-selective retro-Diels-Alder reactions in an imidazolethione-catalyzed asymmetric Diels-Alder reaction were verified and investigated, and account for the low ee values in a CH3CN-H2O catalytic system. This reverse process could be controlled by forming the dimethyl acetal of the aldehyde product with methanol. Both the exo- and endo-isomers were obtained in the CH3OH-H2O system in high yields with good to excellent enantioselectivities.
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