Premium
Rhodium‐Catalyzed Chemo‐, Regio‐, and Enantioselective Addition of 2‐Pyridones to Terminal Allenes
Author(s) -
Li Changkun,
Kähny Matthias,
Breit Bernhard
Publication year - 2014
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201407935
Subject(s) - enantioselective synthesis , rhodium , chemistry , catalysis , allene , regioselectivity , organic chemistry , medicinal chemistry , combinatorial chemistry
A rhodium‐catalyzed chemo‐, regio‐, and enantioselective addition of 2‐pyridones to terminal allenes to give branched N‐allyl 2‐pyridones is reported. Preliminary mechanistic studies support the hypothesis that the reaction was initiated from the more acidic 2‐hydroxypyridine form, and the initial kinetic O‐allylation product was finally converted into the thermodynamically more stable N‐allyl 2‐pyridones.