高等学校化学学报 ›› 1990, Vol. 11 ›› Issue (12): 1372.

• 研究论文 • 上一篇    下一篇

硫代磷酰二氯不对称反应的探索

陈茹玉, 刘立建   

  1. 南开大学元素有机化学研究所, 300071
  • 收稿日期:1990-03-10 出版日期:1990-12-24 发布日期:1990-12-24
  • 通讯作者: 陈茹玉
  • 基金资助:

    国家博士后科学基金

A Research in the Asymmetric Reactions of Some Thiophosphoryldichlorides

Chen Ru-yu, Liu Li-jian   

  1. The Institute of Elemento-Organic Chemistry, Nankai University, Tianjin, 300071
  • Received:1990-03-10 Online:1990-12-24 Published:1990-12-24

摘要: 考察了一些硫代磷酰二氯(1)与(+)-1R,3S-1,2,2-三甲基-1,3-环戊二胺2的缩合反应。手性试剂2对该反应有良好的不对称诱导作用,产物由磷原子绝对构型分别为3R和3S的2个不等量的非对映异构体组成,该磷原子系新生成的手性中心。Ⅰ结构中取代基的改变对反应的光学选择性有明显影响,反应温度及所用溶剂对光学选择性有一定影响,反应时间的影响不明显。

关键词: 硫代磷酰二氟, 不对称反应, 非对映异构体, 光学选择性

Abstract: The asymmetric condensation reactions of some thiophosphoryldichlorides 1 with(+)-1R, 3S-1,2,2-trimethyl-1, 3-diamino-cyclopentane 2 have been investigated, and an excellent optically inductive effect of chiral reagent 2 appeared. Most products from the reactions were composed of two unequal amounts of diastereoisomers in which the chiral phosphorus atom formed in the reaction procedure had two opposite configurations of 3Rand 3S. The influences by the substituents of 1, temperature, solvents and time of the reactions have also been discussed.

Key words: Thiophosphoryldichloride, Asymmetric reaction, Diastereoisomer, Optical selectivity

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