Journal
CHEMICAL COMMUNICATIONS
Volume 55, Issue 75, Pages 11283-11286Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c9cc05064g
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Funding
- Science Foundation Ireland [SFI - 12-IA-1645]
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A combined experimental and computational investigation has revealed that the base-catalysed Tamura cycloaddition between homophthalic anhydride and activated alkenes/alkynes - a reaction previously thought of as a Diels-Alder type process - proceeds via a stepwise mechanism involving conjugate addition and ring closure; which allowed the first catalytic asymmetric alpha-substitution reactions to be demonstrated with up to >99% ee.
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