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Enantioselective Addition of Pyrazoles to Dienes**

Alexander Y. Jiu, Hannah S. Slocumb, Charles S. Yeung, Xiao‐Hui Yang, Vy M. Dong

2021Angewandte Chemie International Edition109 citationsDOIOpen Access PDF

Abstract

Abstract We report the first enantioselective addition of pyrazoles to 1,3‐dienes. Secondary and tertiary allylic pyrazoles can be generated with excellent regioselectivity. Mechanistic studies support a pathway distinct from previous hydroaminations: a Pd 0 ‐catalyzed ligand‐to‐ligand hydrogen transfer (LLHT). This hydroamination tolerates a range of functional groups and advances the field of diene hydrofunctionalization.

Topics & Concepts

Enantioselective synthesisChemistryOrganic chemistryCatalysisAsymmetric Synthesis and CatalysisCatalytic C–H Functionalization MethodsSynthesis and Characterization of Pyrroles
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