A New Chiral Organosulfur Catalyst for Highly Stereoselective Synthesis of Epoxides

被引：22
|
作者：
Gui, Yuan [1 ]
Li, Jian [1 ]
Guo, Chang-Shan [1 ]
Li, Xin-Liang [1 ]
Lu, Zhi-Feng [1 ]
Huang, Zhi-Zhen [1 ]
机构：
[1] Nanjing Univ, Sch Chem & Chem Engn, Nanjing 210093, Peoples R China
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2008年 / 350卷 / 16期
基金：
中国国家自然科学基金;
关键词：
chiral organosulfides; diastereoselectivity; enantioselectivity; epoxidation; organocatalysis;
D O I：
10.1002/adsc.200800453
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
A new chrial organosulfide was synthesized through an unexpected Wagner-Meerwein rearrangement. This organosulfide could catalyze the epoxidation reaction of various aromatic aldehydes smoothly with benzyl bromide to give trans-diaryl epoxide in satisfactory yields (60-84%) with excellent diastereoselectivities (trans:cis = 95:5-100:0) and good to excellent enantioselectivities (86-96% ee).
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页码：2483 / 2487
页数：5
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