高等学校化学学报

高等学校化学学报 ›› 2004, Vol. 25 ›› Issue (4): 651.

• 研究论文 • 上一篇    下一篇

1,4-双(9-O-奎宁)-2,3-二氮杂萘-OsO4催化烯烃的不对称氨羟化反应

程司堃, 匡永清, 路丽华, 李晓晔, 张生勇   

  1. 第四军医大学化学教研室, 西安 710032
  • 收稿日期:2003-03-24 出版日期:2004-04-24 发布日期:2004-04-24
  • 通讯作者: 张生勇(1939年出生),男,教授,博士生导师,主要从事不对称反应的研究.E-mail:syzhang@fmmu.edu.cn E-mail:syzhang@fmmu.edu.cn
  • 基金资助:

    国家自然科学基金(批准号:29972055,20002008)资助

Asymmetric Aminohydroxylation of Olefins Catalyzed by 1,4-Bis(9-O-quininyl)phthalazine-OsO4 Complex

CHENG Si-Kun, KUANG Yong-Qing, LU Li-Hua, LI Xiao-Ye, ZHANG Sheng-Yong   

  1. Teaching and Research Section of Chemistry, the 4th Military Medical University, Xi′an 710032, China
  • Received:2003-03-24 Online:2004-04-24 Published:2004-04-24

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摘要： 在氧化-供氮试剂N-氯代氨基甲酸苄酯存在下,1,4-双(9-O-奎宁)-2,3-二氮杂萘-OsO4催化剂在5种烯烃的不对称氨羟化反应中表现出极高的对映选择性(85%～99%e.e.)和区域选择性,产率48%～68%.

关键词: 1, 4-双(9-O-奎宁)-2, 3-二氮杂萘, 不对称氨羟化反应, 手性&beta, -氨基醇

Abstract: Five olefins were aminohydroxylated enantiomerically catalyzed by 1,4-bis(9-O-quininyl)phthalazine-OsO4 complex in the presence of benzyl N-chlorocarbamate(oxidant and nitrogen source). Excellent enantioselectivity(85%—99% e.e.) as well as specific regio and chemoselectivity were observed and isolated yield of the products 48%—68% was achieved. The results are comparable to those of the best catalyst reported for AA reaction.

Key words: Bis(9-O-quininyl)phthalazine, Asymmetric aminohydroxylation, Chiral β-amino alcohol

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