TY - JOUR
T1 - Catalytic Oligopeptide Synthesis
AU - Liu, Zijian
AU - Noda, Hidetoshi
AU - Shibasaki, Masakatsu
AU - Kumagai, Naoya
N1 - Funding Information:
This work was financially supported by KAKENHI (25713002, 17H03025, and JP16H01043 in Precisely Designed Catalysts with Customized Scaffolding) from JSPS and MEXT. N.K. thanks The Shorai Foundation For Science and Technology for financial support. Dr. Ryuichi Sawa, Ms. Yumiko Kubota, and Dr. Kiyoko Iijima at the Institute of Microbial Chemistry are gratefully acknowledged for their assistance with the spectroscopic analysis.
Publisher Copyright:
© 2018 American Chemical Society.
PY - 2018/2/2
Y1 - 2018/2/2
N2 - Waste-free catalytic assembly of α-amino acids is fueled by a multiboron catalyst that features a characteristic B3NO2 heterocycle, providing a versatile catalytic protocol wherein functionalized natural α-amino acid units are accommodated and commonly used protecting groups are tolerated. The facile dehydrative conditions eliminate the use of engineered peptide coupling reagents, exemplifying a greener catalytic alternative for peptide coupling. The catalysis is sufficiently robust to enable pentapeptide synthesis, constructing all four amide bond linkages in a catalytic fashion.
AB - Waste-free catalytic assembly of α-amino acids is fueled by a multiboron catalyst that features a characteristic B3NO2 heterocycle, providing a versatile catalytic protocol wherein functionalized natural α-amino acid units are accommodated and commonly used protecting groups are tolerated. The facile dehydrative conditions eliminate the use of engineered peptide coupling reagents, exemplifying a greener catalytic alternative for peptide coupling. The catalysis is sufficiently robust to enable pentapeptide synthesis, constructing all four amide bond linkages in a catalytic fashion.
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U2 - 10.1021/acs.orglett.7b03735
DO - 10.1021/acs.orglett.7b03735
M3 - Article
C2 - 29338248
AN - SCOPUS:85041560865
SN - 1523-7060
VL - 20
SP - 612
EP - 615
JO - Organic Letters
JF - Organic Letters
IS - 3
ER -