高等学校化学学报 ›› 1998, Vol. 19 ›› Issue (S1): 289.

• Organic Synthesis Chemistry • 上一篇    下一篇

Asymmetric Diels-AIder Reactions of (E)-1-Phenylsufonyl-3-alken-2-ones with Open Ring Diene Catalyzed by a Chiral Titanium Catalyst

PEI WEN   

  1. Department of Chemistry, Yanbian University, Yanji 133002
  • 出版日期:1998-12-31 发布日期:1998-12-31

Asymmetric Diels-AIder Reactions of (E)-1-Phenylsufonyl-3-alken-2-ones with Open Ring Diene Catalyzed by a Chiral Titanium Catalyst

PEI WEN   

  1. Department of Chemistry, Yanbian University, Yanji 133002
  • Online:1998-12-31 Published:1998-12-31

摘要: We have reported the reactions of (E)-1-phenylsufonyl-3-alken-2-ones 1, as useful chelating dienophile, with cyclopentadiene catalyzed by a chiral titanium catalyst. The Diels-Alder adduct was prepared in 90% yield and 100% enantioselectivity1. Our continuing interest has been focused on utilization of the sulfonyl-functionalized bidentate chelating enone 1 as prochiral substrate in catalytic asymmetric reaction. This led us further investigate the expanding utilization of the substrate 1 in the asymmetric Diels-AIder reaction. Here the reaction of (E)-l-phealy-sufonyl-3-alken-2-ones 1 with open ring dienes was proceeded by the use of the chiral titanium catalyst.

Abstract: We have reported the reactions of (E)-1-phenylsufonyl-3-alken-2-ones 1, as useful chelating dienophile, with cyclopentadiene catalyzed by a chiral titanium catalyst. The Diels-Alder adduct was prepared in 90% yield and 100% enantioselectivity1. Our continuing interest has been focused on utilization of the sulfonyl-functionalized bidentate chelating enone 1 as prochiral substrate in catalytic asymmetric reaction. This led us further investigate the expanding utilization of the substrate 1 in the asymmetric Diels-AIder reaction. Here the reaction of (E)-l-phealy-sufonyl-3-alken-2-ones 1 with open ring dienes was proceeded by the use of the chiral titanium catalyst.

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