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Enantioselective Addition of Pyrazoles to Dienes **
Author(s) -
Jiu Alexander Y.,
Slocumb Hannah S.,
Yeung Charles S.,
Yang XiaoHui,
Dong Vy M.
Publication year - 2021
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202105679
Subject(s) - enantioselective synthesis , hydroamination , regioselectivity , chemistry , allylic rearrangement , diene , ligand (biochemistry) , pyrazole , stereochemistry , combinatorial chemistry , catalysis , organic chemistry , receptor , biochemistry , natural rubber
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.