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ID 57800
タイトル(別表記)
Enantioselective 1,3-Dipolar Cycloaddition Reaction of Nitrones with α-(Acyloxy)acroleins Catalyzed by Dipeptide-Derived Chiral Tri- or Diammonium Salts
フルテキストURL
著者
Kidou, Chihiro Graduate School of Natural Science and Technology, Okayama University
Mizoguchi , Haruki Graduate School of Natural Science and Technology, Okayama University ORCID Kaken ID researchmap
Nehira, Tatsuo Graduate School of Integrated Sciences for Life, Hiroshima University
Sakakura, Akira Graduate School of Natural Science and Technology, Okayama University ORCID Kaken ID publons researchmap
抄録
Organoammonium salts of dipeptide-derived chiral tri-amines or diamines with TfOH catalyzed the enantioselective 1,3-dipolar cycloaddition reactions of alpha-acyloxyacroleins with nitrones to give the corresponding adducts in good yields (up to 96%) and with high diastereo- and enantioselectivities (up to 89% ee). Although alpha-(p-methoxybenzoyloxy)acrolein is rather unstable under the reaction conditions, alpha-(3-pyrroline-1-carbonyloxy)acrolein is stable enough to be smoothly converted into the corresponding adducts with the aid of the chiral organoammonium salt catalysts.
キーワード
acyloxyacroleins
1,3-dipolar cycloaddition
isoxazolidines
nitrones
organocatalysis
asymmetric catalysis
備考
This is an Accepted Manuscript of an article published by Georg Thieme Verlag in Synlett 2019; 30(15): 1835-1839 "Enantioselective 1,3-Dipolar Cycloaddition Reaction of Nitrones with α-(Acyloxy)acroleins Catalyzed by Dipeptide-Derived Chiral Tri- or Diammonium Salts
発行日
2019-09-17
出版物タイトル
Synlett
30巻
15号
出版者
Georg Thieme Verlag
開始ページ
1835
終了ページ
1839
ISSN
0936-5214
NCID
AA10731110
資料タイプ
学術雑誌論文
言語
English
OAI-PMH Set
岡山大学
論文のバージョン
author
DOI
Web of Science KeyUT
関連URL
isVersionOf https://doi.org/10.1055/s-0039-1690133