Premium
Highly Enantioselective Alkenylation of Cyclic α,β‐Unsaturated Carbonyl Compounds as Catalyzed by a Rhodium–Diene Complex: Application to the Synthesis of ( S )‐Pregabalin and (−)‐α‐Kainic Acid
Author(s) -
Yu HongJie,
Shao Cheng,
Cui Zhe,
Feng ChenGuo,
Lin GuoQiang
Publication year - 2012
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201202660
Subject(s) - enantioselective synthesis , rhodium , diene , kainic acid , conjugate , chemistry , catalysis , yield (engineering) , combinatorial chemistry , organic chemistry , mathematics , glutamate receptor , materials science , biochemistry , mathematical analysis , natural rubber , receptor , metallurgy
Rhod to addition : An efficient asymmetric conjugate‐addition reaction of alkenyltrifluoroborates and α,β‐unsaturated carbonyl compounds, as catalyzed by a rhodium–diene complex, was developed. The products were obtained in high yield and high levels of enantioselectivity. The methodology was applied to a concise synthesis of ( S )‐pregabalin and (−)‐ α ‐kainic acid (see scheme).