Catalytic Enantioselective Michael Addition of α‐Aryl‐α‐Isocyanoacetates to Vinyl Selenone: Synthesis of α,α‐Disubstituted α‐Amino Acids and (+)‐ and (−)‐Trigonoliimine A | Zendy

Buyck Thomas | Zendy; Wang Qian | Zendy; Zhu Jieping | Zendy

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Catalytic Enantioselective Michael Addition of α‐Aryl‐α‐Isocyanoacetates to Vinyl Selenone: Synthesis of α,α‐Disubstituted α‐Amino Acids and (+)‐ and (−)‐Trigonoliimine A

Author(s) -

Buyck Thomas,

Wang Qian,

Zhu Jieping

Publication year - 2013

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201306663

Subject(s) - enantioselective synthesis , adduct , michael reaction , catalysis , chemistry , aryl , organic chemistry , combinatorial chemistry , alkyl

Be like Mike : The title reaction in the presence of the catalyst 1 afforded Michael adducts in excellent yields and enantioselectivities. The adducts were readily converted into α,α′‐disubstituted α‐amino acids. The enantioselective total synthesis of both (+)‐ and (−)‐trigonoliimine A was accomplished using one of the Michael adducts derived from this methodology. M.S.=molecular sieves.

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