Regio‐ and Enantioselective Synthesis of α‐Amino‐δ‐Ketoesters Through Catalytic Umpolung Reaction of α‐Iminoesters with Enones | Zendy

Yoshida Yasushi | Zendy; Moriya Yuta | Zendy; Mino Takashi | Zendy; Sakamoto Masami | Zendy

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Regio‐ and Enantioselective Synthesis of α‐Amino‐δ‐Ketoesters Through Catalytic Umpolung Reaction of α‐Iminoesters with Enones

Author(s) -

Yoshida Yasushi,

Moriya Yuta,

Mino Takashi,

Sakamoto Masami

Publication year - 2018

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.201800791

Subject(s) - umpolung , enantioselective synthesis , chemistry , organocatalysis , catalysis , yield (engineering) , amino acid , combinatorial chemistry , organic chemistry , stereochemistry , biochemistry , materials science , metallurgy , nucleophile

Chiral α‐amino‐δ‐keto esters are important precursors of organocatalysts, pharmaceuticals, and biochemically interesting molecules. The organocatalytic asymmetric umpolung reaction of imines has been developed to obtain chiral amines in a highly enantioselective manner. Herein, we report the organocatalytic asymmetric umpolung synthesis of α‐amino‐δ‐keto esters in high yield (up to 95% ee, >20/1 r.r.).

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