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    • 37. 发明公开
    • METHOD FOR PRODUCING OPTICALLY ACTIVE COMPOUND OR SALT THEREOF
    • 工艺制备光学活性化合物或其盐
    • EP2671877A1
    • 2013-12-11
    • EP12742476.0
    • 2012-01-31
    • Nagasaki University
    • ONOMURA, OsamuTSUDA, YutaroKURIYAMA, MasamiYANAGI, ToshiharuKODAMA, Kazuya
    • C07D263/14C07B61/00
    • C07D263/14C07B53/00C07D413/04C07D417/04
    • Provided is a production process in which an optically active oxazoline is synthesized from an optically inactive compound as a starting compound with fewer production steps. In particular, provided is a process for producing an optically active compound represented by Formula (3):

      (wherein R 1 is an alkyl group, an alkynyl group, an alkenyl group, an aliphatic heterocyclic group, a cycloalkyl group, an aryl group, an aralkyl group, or an aromatic heterocyclic group, and any hydrogen atom of R 1 may be replaced with a substituent; R 2 is a hydrogen atom or a group which is not reactive in the reaction below; and * represents a chiral center) or a salt thereof by subjecting a compound represented by Formula (1):

      (wherein R 1 and R 2 have the same meanings as defined in Formula (3)) to a ring closure reaction in the presence of a chiral ligand having 1 or more coordination sites, a Lewis acid represented by Formula (2):

               MmZn      (2)

      (wherein M is a metal ion, Z is a counter anion of M, and m and n are integers of 1 to 4), and a sulfonyl halide having an optionally substituted alkyl or phenyl group.
    • 提供了一种在其中光学活性的恶唑啉是从光学非活性化合物的合成为用较少的制造工序的原料化合物的制造方法。 特别地,提供了一种用于在由式I表示的光学活性化合物来制造方法(3):(其中R 1是烷基,在炔基,在链烯基,在脂肪族杂环基,环烷基,以芳基, 在芳烷基,或芳族杂环基团,且R 1中的任意氢原子可以被取代基取代; R 2为氢原子或基团的所有这不是在下面的反应的反应性;和* darstellt手性中心)或 其盐通过使由通式表示的化合物(1):(worin R 1和R 2具有定义(式3)相同的含义),以在手性配体的存在具有1个或多个协调闭环反应 位点,路易斯酸由式(2)表示:€ƒ€ƒ€ƒ€ƒ€ƒ€ƒ€ƒ€ƒMmZn€ƒ€ƒ€ƒ€ƒ€ƒ(2)(其中M是金属离子, Z是m的平衡阴离子,m和n分别为1〜4),以及具有在任选取代的烷基或苯基磺酰卤整数。