高等学校化学学报 ›› 1999, Vol. 20 ›› Issue (2): 251.

• 研究简报 • 上一篇    下一篇

1-(SR)-对甲苯亚磺酰基-3-戊烯-2-酮与环戊二烯的不对称催化环加成反应

裴文   

  1. 延边大学化学系, 延吉 133002
  • 收稿日期:1998-04-15 出版日期:1999-02-24 发布日期:1999-02-24
  • 作者简介:裴文,男,40岁,副教授.
  • 基金资助:

    国家教育委员会留学回国人员基金

Lewis Acidcatalyzed Asymmetric Cycloaddition Reaction of 1-(SR)-p-Tolylsulfinyl-3-penten-2-one with Cyclopentadiene

PEI Wen   

  1. Department of Chemistry, Yanbian University, Yanji, 133002
  • Received:1998-04-15 Online:1999-02-24 Published:1999-02-24

摘要: 前文曾报道了α-苯磺酰基-α,β-不饱和酮作为双烯体和亲双烯体所进行的不对称催化HeteroDiels-Alder反应[1]和Diels-Alder反应[2].为深入研究其反应机理,提出反应过渡态模型和鉴定环加成物构型.

关键词: 对甲苯亚磺酰基, 不对称催化, 环加成反应

Abstract: The asymmetric cycloaddition reaction between 1-(SR)-p-tolysulfinyl-3-penten-2-one(1) and cyclopentadiene was performed by the catalysis of Lewis acids 2. The diastereoselectivity dependent on the size of aryl substituent involved in the chiral ligands was discussed. The cycloadduct 3 was achieved in a high yield and a high optical purity. The absolute configuration of the cycloadduct 3 was confirmed.

Key words: Tolysulfinyl, Asymmetric catalysis, Cycloaddition

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