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Chiral auxiliaries and their use in the synthesis of chiral molecules

机译:手性助剂及其在手性分子合成中的应用

摘要

Chiral imidazolidones and imidazolidinethiones having the general formula: ##STR1## where (a) Z is either oxygen or sulphurP P(b) the R groups are independently selected from hydrogen or R. sup.2 CO where R.sup.2 is C.sub.1 to C.sub.10 alkyl, C.sub.2 to C.sub.10 alkenyl or benzyl andPP(c) the two R.sup.1 groups are either (1) identical groups selected from C.sub.1 to C.sub.10 alkyl, phenyl or C.sub.1 to C.sub.6 alkyl or alkoxy substituted phenyl or (2) such that together they form an alkylene group of formula --(CH.sub.2). sub.n -- where n=3 to 8.PPMost preferred are those compounds where both R groups are R.sup.2 CO and there is a C.sub.2 axis of symmetry running along the CZ double bond. Compounds of formula (I) where at least one R group is R.sup.2 CO are efficient chiral auxiliaries for a range of asymmetric electrophilic substitution reactions when used in homochiral form. As such they are important tools for synthesising a range of chiral pharmaceuticals, agrochemicals and the like.
机译:具有通式的手性咪唑烷酮和咪唑烷硫酮:其中(a)Z为氧或硫(b)R基团独立地选自氢或R. sup.2 CO,其中R s 2是C 1至C 10烷基,C 2至C 10烯基或苄基和两个R 1基团是(1)选自C1至C10烷基,苯基或C1至C6烷基或烷氧基取代的苯基的相同基团,或(2)使得它们一起形成一个式-(CH.sub.2)的亚烷基。 sub.n-其中n = 3到8。

最优选的是那些两个R基团均为R.sup.2 CO且沿着CZ方向具有C.sub.2对称轴的化合物双键。当以纯手性形式使用时,其中至少一个R基团为R 2 CO的式(I)化合物是有效的手性助剂,用于一系列不对称的亲电取代反应。因此,它们是合成一系列手性药物,农用化学品等的重要工具。

著录项

  • 公开/公告号US5210210A

    专利类型

  • 公开/公告日1993-05-11

    原文格式PDF

  • 申请/专利权人 THE BRITISH PETROLEUM COMPANY P.L.C.;

    申请/专利号US19910694567

  • 发明设计人 STEPHEN G. DAVIES;

    申请日1991-05-02

  • 分类号C07D235/02;C07D233/32;

  • 国家 US

  • 入库时间 2022-08-22 04:58:24

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