Chem. J. Chinese Universities ›› 1999, Vol. 20 ›› Issue (2): 251.

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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

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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