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Michael addition reactions of chiral glycine Schiff base Ni (II)‐complex with 1‐(1‐phenylsulfonyl)benzene
Author(s) -
Nagaoka Keita,
Mei Haibo,
Guo Yunjie,
Han Jianlin,
Konno Hiroyuki,
Moriwaki Hiroki,
Soloshonok Vadim A.
Publication year - 2020
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.23203
Subject(s) - chemistry , glycine , steric effects , schiff base , lipophilicity , amino acid , stereochemistry , benzene , michael reaction , derivative (finance) , base (topology) , chirality (physics) , combinatorial chemistry , organic chemistry , catalysis , mathematical analysis , biochemistry , nambu–jona lasinio model , chiral symmetry breaking , mathematics , physics , quantum mechanics , financial economics , economics , quark
This work describes the first example of Michael addition reactions of chiral Ni (II)‐complex of glycine Schiff base with 1‐(1‐(phenylsulfonyl)vinylsulfonyl)benzene. This approach was developed for asymmetric synthesis of 2‐amino‐4,4‐bis (phenylsulfonyl)butanoic acid possessing various design‐useful properties such as substantial steric bulk and lipophilicity. These properties are expected to provide for an improved binding to the apolar site of the various endogenous receptors. Fmoc derivative of the target amino acids ready for peptide coupling is described.