手性联萘酚锂盐催化下三甲基硅氰与芳香醛的对映选择加成反应研究

高等学校化学学报 ›› 2001, Vol. 22 ›› Issue (4): 601.

手性联萘酚锂盐催化下三甲基硅氰与芳香醛的对映选择加成反应研究

刘大学, 汪权, 张立臣, 达朝山, 王锐

兰州大学生命科学学院生物化学与分子生物学系, 应用有机化学国家重点实验室, 中国科学院兰州化学物理研究所羰基合成与选择氧化国家重点实验室, 兰州 730000

收稿日期:2000-06-12 出版日期:2001-04-24 发布日期:2001-04-24
通讯作者: 王　锐(1963年出生),男,教授,博士生导师,主要从事手性药物化学和多肽化学的研究.
基金资助:
国家自然科学基金(批准号:29972016);香港理工大学手性科技开放实验室基金;甘肃省自然科学基金资助

Trimethylsilylcyanation of Aromatic Aldehydes Catalyzed by BINOL-Li Salt

LIU Da-Xue, WANG Quan, ZHANG Li-Chen, DA Chao-Shan, WANG Rui

Department of Chemistry, National Elemento organic Chemistry Key Laboratory, Nankai University, Tianjin 300071, China

Received:2000-06-12 Online:2001-04-24 Published:2001-04-24

摘要/Abstract

关键词: 手性联萘酚, 对映选择合成, 三甲基硅氰, 芳香氰醇

Abstract: Aseries of aromatic cyanohydrins and their Osilyl ethers have been synthesized by trimethylsilylcyanation of aromatic aldehydes using a catalyst generated in situ from optically active R-(+)-1,1'-2-bisnaphthol with n-butyl lithium. Mandelonitrile was prepared in an isolated yield 70% with more than e.e.=60%. The effect of solvents and the amount of catalyst on enantioselectivity was also investigated.

Key words: R (+)-1,1'-2-Bisnaphthol, Enantioselective synthesis, Cyanotrimethylsilane, Aromatic cyanohydrins

中图分类号:

O624

TrendMD:

刘大学, 汪权, 张立臣, 达朝山, 王锐. 手性联萘酚锂盐催化下三甲基硅氰与芳香醛的对映选择加成反应研究. 高等学校化学学报, 2001, 22(4): 601.

LIU Da-Xue, WANG Quan, ZHANG Li-Chen, DA Chao-Shan, WANG Rui . Trimethylsilylcyanation of Aromatic Aldehydes Catalyzed by BINOL-Li Salt. Chem. J. Chinese Universities, 2001, 22(4): 601.