Catalytic Enantioselective Michael Addition of α-Aryl-α-Isocyanoacetates to Vinyl Selenone: Synthesis of α,α-Disubstituted α-Amino Acids and (+)- and (−)-Trigonoliimine A
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 alpha,alpha’-disubstituted alpha-amino acids. The enantioselective total synthesis of both (+)- and (-)-trigonoliimine A was accomplished using one of the Michael adducts derived from this methodology.
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Buyck, T., Wang, Q., & Zhu, J. (2013). Catalytic Enantioselective Michael Addition of α-Aryl-α-Isocyanoacetates to Vinyl Selenone: Synthesis of α,α-Disubstituted α-Amino Acids and (+)- and (−)-Trigonoliimine A. Angewandte Chemie International Edition, 52(48), 12714–12718. https://doi.org/10.1002/anie.201306663
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WOS:000327582900047
2013
52
48
12714
12718
REVIEWED
EPFL