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Synthesis of Optically Active N ‐Aryl Amino Acid Derivatives through the Asymmetric Petasis Reaction Catalyzed by a Novel Hydroxy–Thiourea Catalyst
Author(s) -
Inokuma Tsubasa,
Suzuki Yusuke,
Sakaeda Toshiyuki,
Takemoto Yoshiji
Publication year - 2011
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201100453
Subject(s) - thiourea , yield (engineering) , catalysis , chemistry , aryl , combinatorial chemistry , monomer , amino acid , optically active , organic chemistry , materials science , biochemistry , polymer , alkyl , metallurgy
Thiourea makes peptides : Asymmetric Petasis reactions with vinylboronates and α‐iminoamides are effectively catalyzed by the novel hydroxy–thiourea catalyst 1 (up to 86 % yield, 93 % ee ; see scheme). This reaction can be applied not only to the synthesis of the unnatural amino acid monomers but also to peptide oligomers.