Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 58, Issue 11, Pages 3378-3381Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201812984
Keywords
asymmetric catalysis; dynamic kinetic resolution; internal allenes; palladium; rhodium
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Funding
- Deutsche Forschungsgemeinschaft (DFG)
- Fonds der Chemischen Industrie
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A complementing Pd- and Rh-catalyzed dynamic kinetic resolution (DKR) of racemic allenes leading to N-allylated pyrazoles is described. Such compounds are of enormous interest in medicinal chemistry as certified drugs and potential drug candidates. The new methods feature high chemo-, regio- and enantioselectivities aside from displaying a broad substrate scope and functional group compatibility. A mechanistic rational accounting for allene racemization and trans-alkene selectivity is discussed.
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