Synthesis of Novel H8-Binaphthol-based Chiral Receptors and Their Applications in Enantioselective Recognition of 1,2-Amino alcohols and Chirality Conversion of L-Amino acids to D-Amino acids

Bulletin of the Korean chemical society

Kwan Mook Kim¹  Hoe Jin Yoon¹  Hyein Jung¹  Sang gi Lee¹  Raju Nandhakumar¹ 

关键词: Octahydrobinaphthol;    Chirality conversion;    Amino acid;    Amino alcohol;    Enantioselective recognition;   

DOI  :  

学科分类：化学（综合）

来源: Korean Chemical Society

【 摘 要 】

Novel H8-binaphthol-based chiral receptors appended with an uryl moiety (2a) and a guanidinium moiety (2b) have been designed and synthesized for the enantioselective recognition of 1,2-amino alcohols via reversible imine formation. The selectivities (KR/KS = 9.8 ~ 19.4) of 2b in imine formation with 1,2-amino alcohols are higher than those of 2a (KR/KS = 1.8 ~ 4.5). Similar efficiency trend have been observed in the conversion of L-amino acids to D-amino acids, i.e., the efficiency of the receptor 2b (D/L ratio: 4.3 ~ 10.1) is superior to 2a (D/L ratio: 4.0 ~ 8.7).

【 授权许可】

Unknown