Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 53, Issue 24, Pages 6131-6134Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201402934
Keywords
asymmetric catalysis; copper; cycloaddition; heterocycles; Lewis acid
Categories
Funding
- JSPS KAKENHI [23350039]
- Grants-in-Aid for Scientific Research [23350039] Funding Source: KAKEN
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The first diastereo- and enantioselective inverse electron demand hetero-Diels-Alder reaction of beta,gamma-unsaturated alpha-ketoesters with allylsilanes is described. Chiral copper( II) catalysts successfully activate the beta,gamma-unsaturated alpha-ketoesters and promote the reaction with allylsilanes with excellent enantioselectivities. This process represents a new entry to chiral oxanes.
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