Palladium‐ and Rhodium‐Catalyzed Dynamic Kinetic Resolution of Racemic Internal Allenes Towards Chiral Pyrazoles

Autor:	Bernhard Breit, Simon V. Sieger, Lukas J. Hilpert, Alexander M. Haydl
Rok vydání:	2019
Předmět:	010405 organic chemistry Allene chemistry.chemical_element General Chemistry 010402 general chemistry 01 natural sciences Combinatorial chemistry Catalysis 0104 chemical sciences Rhodium Kinetic resolution chemistry.chemical_compound chemistry Selectivity Racemization Palladium
Zdroj:	Angewandte Chemie International Edition. 58:3378-3381
ISSN:	1521-3773 1433-7851
DOI:	10.1002/anie.201812984
Popis:	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.
Databáze:	OpenAIRE
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