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 2003/03
形態種別 原著論文
査読 査読有り
標題 Catalytic, Asymmetric Mannich-type Reactions of N-Acylimino Esters: Reactivity, Diastereo- and Enantioselectivity, and Application to Synthesis of N-Acylated Amino Acid Derivatives
執筆形態 共著
掲載誌名 J. Am. Chem. Soc.
掲載区分国外
巻・号・頁 125,pp.2507-2507
著者・共著者 S. Kobayashi, R. Matsubara, Y. Nakamura, H. Kitagawa, M. Sugiura
概要 In the presence of a catalytic amount of Cu(OTf)2-chiral diamine 3e complex, N-acylimino esters reacted with silyl enol ethers to afford the corresponding Mannich-type adducts in high yields with high enantioselectivities. A wide variety of silyl enol ethers derived from ketones, as well as esters and thioesters, reacted smoothly. In the reactions of α-substituted silyl enol ethers (α-methyl or benzyloxy), the desired syn-adducts were obtained in high yields with high diastereo- and enantioselectivities. Several intermediates for the synthesis of biologically important compounds were prepared using this novel catalytic asymmetric Mannich-type reaction, and at the same time, absolute and relative stereochemical assignments were made.
DOI 10.1021/ja0281840
ISSN 00027863
PMID 12603138
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