Journal
SYNTHESIS-STUTTGART
Volume -, Issue 23, Pages 3864-3868Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0028-1083229
Keywords
Stetter reaction; N-heterocyclic carbene; organocatalysis; nucleophilic acylation; umpolung
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Funding
- Deutsche Forschungsgemeinschaft
- Fonds der Chemischen Industrie
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The asymmetric Michael addition of aromatic heterocyclic aldehydes to arylidenemalonates catalyzed by N-heterocyclic carbenes is described. The ketomalonates are obtained in 84-98% yields and moderate to good enantioselectivities (30-78% ee). The enantiomeric excesses Could be improved to excel lent levels of Lip to 99% ee after a single recrystallization.
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