1,3-Dipolar cycloaddition of a chiral nitrone to (E)-1,4-dichloro-2-butene: a new efficient synthesis of (2S,3S,4R)-4-hydroxyisoleucine

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• 作者：Kaï ; ss Aouadi^a ; ^b ; ^c ; ^d ; ^e ; ; Erwann Jeanneau^f ; Moncef Msaddek^e ; Jean-Pierre Praly^a ; ^b ; ^c ; ^d ; ^{jean-pierre.praly@univ-lyon1.fr}
• 关键词：Menthone ; Chiral nitrone ; 1 ; 3-Dipolar cycloaddition ; Isoxazolidines ; 4-Hydroxyisoleucine
• 刊名：Tetrahedron Letters
• 出版年：2012
• 出版时间：6 June, 2012
• 年：2012
• 卷：53
• 期：23
• 页码：2817-2821
• 全文大小：421 K

文摘

1,3-Dipolar cycloaddition of a chiral nitrone derived from (?-menthone to (E)-1,4-dichlorobut-2-ene was the key step in a novel 5 step synthesis of (2S,3S,4R)-4-hydroxyisoleucine, obtained in 21 % overall yield with high enantiopurity.