有机化学 ›› 2011, Vol. 31 ›› Issue (02): 193-202. 上一篇    下一篇

研究论文

手性β-氨基醇的简捷合成及其不对称催化反应

潘圣强,张从海,李烨,严胜骄,林军*   

  1. (云南大学化学科学与工程学院 教育部自然资源药物化学重点实验室 昆明 650091)
  • 收稿日期:2010-02-26 修回日期:2010-06-03 发布日期:2010-09-13
  • 通讯作者: 潘圣强 E-mail:pandom0616@126.com
  • 基金资助:

    国家自然科学基金;国家自然科学基金

Convenient Synthesis of Chiral β-Amino Alcohols and Their Asymmetric Catalytic Reactions

PAN Sheng-Qiang, ZHANG Cong-Hai, LI Ye, YAN Sheng-Jiao, LIN Jun   

  1. (Key Laboratory of Medicinal Chemistry for Natural Resource (Ministry of Education), School of Chemi-cal Science and Technology, Yunnan University, Kunming 650091)
  • Received:2010-02-26 Revised:2010-06-03 Published:2010-09-13
  • Contact: Sheng-Qiang Pan E-mail:pandom0616@126.com

从易得原料D-苯甘氨酸出发, 经酯化、N-烷基化及还原等三步反应合成了五个手性β-氨基醇56. 以此为手性配体, 对催化芳香醛的不对称烯丙基化反应进行了初步研究, 显示了中等程度的立体选择性.

关键词: 氨基醇, 芳香醛, 不对称加成, 烯丙基化反应

Chiral β-amino alcohols 5 and 6 were prepared efficiently from D-phenylglycine through esterification, N-alkylation and reduction reactions. By using these compounds as the chiral ligand, preliminary study on asymmetric allylation reactions of aromatic aldehyde was carried out, in which the moderate enantioselectivities were achieved.

Key words: amino alcohol, aromatic aldehyde, asymmetric addition, allylate reaction