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 2014/07
形態種別 原著論文
標題 Imino ene-type reaction of enamines with N-sulfonylimines and application to diastereoselective synthesis of N-sulfonyl-1,3-diamines
執筆形態 共著
掲載誌名 Tetrahedron Letters
掲載区分国外
巻・号・頁 55,pp.4082-4085
著者・共著者 Mai Ito, Takeru Kashiwagi, Shunsuke Kotani, Shunsuke Kotani, Makoto Nakajima, Masaharu Sugiura
概要 Enamines react rapidly with N-sulfonylimines to afford imino ene-type adducts. The reaction proceeds even at -78 °C in the presence of acetic acid and shows high diastereoselectivity. Acid hydrolysis of imino ene-type products affords β-amino ketones, and reduction with NaBH3CN furnishes N-sulfonyl-1,3-diamines with high diastereoselectivities. The stereochemistry of these transformations is considered based on transition state models. © 2014 Elsevier Ltd. All rights reserved.
DOI 10.1016/j.tetlet.2014.05.123
ISSN 00404039
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