74275-79-9Relevant articles and documents
Metal Template Assisted Proximal Arrangement of a Nucleophile and an Electrophile: Site-Selective Acylation of α-Hydroxyamides in Polyols
Nishikawa, Yasuhiro,Takemoto, Kohei,Matsuda, Kana,Tanaka, Risa,Arashima, Akira,Ito, Kanako,Kamezawa, Yuki,Hori, Yuna,Hara, Osamu
supporting information, p. 3367 - 3371 (2018/06/11)
Site-selective acylation of α-hydroxyl groups in amides has been achieved in the presence of other primary hydroxyl groups with intrinsic high reactivity. In this methodology, a relatively stable pyridine aldoxime ester was exploited as an acyl donor to suppress undesired acylation. The catalytic activation of a pyridine aldoxime ester with a Lewis acid produced a cationic complex, which preferentially attracted the Lewis basic α-hydroxyamide via a template effect, to thus facilitate o-acylation.