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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.).