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 | Zendy

Yu HongJie | Zendy; Shao Cheng | Zendy; Cui Zhe | Zendy; Feng ChenGuo | Zendy; Lin GuoQiang | Zendy

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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).

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