2019
DOI: 10.1002/ange.201812984
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Palladium‐ and Rhodium‐Catalyzed Dynamic Kinetic Resolution of Racemic Internal Allenes Towards Chiral Pyrazoles

Abstract: 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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Cited by 9 publications
(2 citation statements)
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“…Our group has an interest in using dynamic kinetic resolution (DKR) [25][26][27][28][29] to enable enantioselective synthetic methods. A DKR couples a pathway for racemization to an enantioselective functionalization.…”
mentioning
confidence: 99%
“…Our group has an interest in using dynamic kinetic resolution (DKR) [25][26][27][28][29] to enable enantioselective synthetic methods. A DKR couples a pathway for racemization to an enantioselective functionalization.…”
mentioning
confidence: 99%
“…More and more attention are attracted in hydroamination reaction as a tool for N – H synthesis, plenty of complementary synthetic methods have come to the fore for the development of intensified and industrially relevant C – N forming processes [1, 2]. According to our statistics, synthesizing C – N via hydroamination reaction has become a promising area of research, experiencing growing diversification [3, 4]. Since the first publications on this hydroamination reaction over past years, close to 450 research papers have been published on this topic [5, 6].…”
Section: Introductionmentioning
confidence: 99%