高等学校化学学报

高等学校化学学报 ›› 1998, Vol. 19 ›› Issue (S1): 42.

• Organic Synthesis Chemistry • 上一篇    下一篇

Regioselective Formation of Enediynes via Intramolecular Trapping of Allylic Cations

戴偉民, 李玉霞   

  1. Department of Chemistry, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong
  • 出版日期:1998-12-31 发布日期:1998-12-31
  • 通讯作者: 戴偉民,E-mail:chdai@ust.hk E-mail:chdai@ust.hk

Regioselective Formation of Enediynes via Intramolecular Trapping of Allylic Cations

DAI Wei-Min, LEE Mavis Yuk Ha   

  1. Department of Chemistry, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong
  • Online:1998-12-31 Published:1998-12-31
  • Contact: 戴偉民,E-mail:chdai@ust.hk E-mail:chdai@ust.hk

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38

摘要： Enediynes are a novel class of naturally occurring antitumor antibiotics capable of causing DNA strand cleavage by hydrogen atom abstraction from the deoxyribose backbone. During the past decade, numerous synthetic methods have been developed to synthesize the naturally occurring and the "designed" enediynes for biomedical studies. Recently, we have succeeded in assembling the cis-enediynes 2 by a novel and high-yielding allylic rearrangement under mild reaction conditions (Eq 1).1-3 This methodology has been used to synthesize a 10-membered ring enediyne3 which exhibits DNA cleavage activity.

Abstract: Enediynes are a novel class of naturally occurring antitumor antibiotics capable of causing DNA strand cleavage by hydrogen atom abstraction from the deoxyribose backbone. During the past decade, numerous synthetic methods have been developed to synthesize the naturally occurring and the "designed" enediynes for biomedical studies. Recently, we have succeeded in assembling the cis-enediynes 2 by a novel and high-yielding allylic rearrangement under mild reaction conditions (Eq 1).1-3 This methodology has been used to synthesize a 10-membered ring enediyne3 which exhibits DNA cleavage activity.

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