Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 55, Issue 44, Pages 13813-13817Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201608534
Keywords
cations; cycloadditions; diastereoselectivity; density-functional calculations; heterocycles
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Funding
- European Research Council [259056]
- Diamond Light Source [MT7768]
- EPSRC [EP/I003398/1, EP/K014668/1]
- National Science Foundation [OCI-1053575]
- EPSRC [EP/K014668/1, EP/I003398/1] Funding Source: UKRI
- Engineering and Physical Sciences Research Council [1378325, EP/K014668/1, EP/I003398/1] Funding Source: researchfish
- European Research Council (ERC) [259056] Funding Source: European Research Council (ERC)
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An approach to the intramolecular Diels-Alder reaction has led to a cascade synthesis of complex carbocycles composed of three fused rings and up to five stereocenters with complete stereocontrol. Computational analysis reveals that the reaction proceeds bya Michael/Michael/cyclopropanation/epimerization cascade in which size and coordination of the counterion is key.
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