スギウラ マサハル   Sugiura Masaharu
  杉浦 正晴
   所属   崇城大学  薬学部 薬学科
   崇城大学大学院  薬学研究科 薬学専攻
   職種   教授
言語種別 英語
発行・発表の年月 2019/06
形態種別 原著論文
標題 Selective Monoacylation of Diols and Asymmetric Desymmetrization of Dialkyl meso-Tartrates Using 2-Pyridyl Esters as Acylating Agents and Metal Carboxylates as Catalysts.
執筆形態 共著
掲載誌名 The Journal of Organic Chemistry
掲載区分国外
巻・号・頁 84(14),pp.9313-9321
著者・共著者 Hashimoto Yuki, Michimuko Chiaki, Yamaguchi Koki, Nakajima Makoto, Sugiura Masaharu
概要 With 2-pyridyl benzoates as acylating agents and Zn(OAc)2 as a catalyst, 1,2-diols, 1,3-diols, and catechol were selectively monoacylated. Furthermore, the highly enantioselective desymmetrization of meso-tartrates was achieved for the first time, utilizing 2-pyridyl esters and NiBr2/AgOPiv/Ph-BOX in CH3CN or CuCl2/AgOPiv/Ph-BOX in EtOAc catalyst systems (up to 96% ee). The latter catalyst system was also effective for the kinetic resolution of dibenzyl dl-tartrate.
DOI 10.1021/acs.joc.9b00827
ISSN 1520-6904
PMID 31199140