Su Weike, Chen Jiuxi, Wu Huayue, Jin Can
College of Pharmaceutical Sciences, Zhejiang Key Laboratory of Pharmaceutical Engineering, Zhejiang University of Technology, Hangzhou 310014, China.
J Org Chem. 2007 Jun 8;72(12):4524-7. doi: 10.1021/jo0700124. Epub 2007 May 10.
Gallium(III) triflate-catalyzed ring opening of epoxides affords beta-hydroxy sulfides with high regioselectivity and chemoselectivity in high yields (84-97%) under solvent-free conditions. Additionally, a simple, efficient, and environmentally benign one-pot procedure for the synthesis of beta-hydroxy sulfoxides in sole water has been developed for the first time. The process, promoted by a H2O2-Ga(OTf)3 system, affords beta-hydroxy sulfoxides in high yields (81-94%) and high chemoselectivity without any detectable overoxidation to beta-hydroxy sulfones. The catalyst could be recovered easily after the reactions and reused without evident loss of activity.
三氟甲磺酸镓（III）催化的环氧化物开环反应在无溶剂条件下能以高区域选择性和化学选择性高产率（84-97%）得到β-羟基硫醚。此外，首次开发了一种在纯水中合成β-羟基亚砜的简单、高效且环境友好的一锅法。该过程由H2O2-Ga(OTf)3体系促进，能以高产率（81-94%）和高化学选择性得到β-羟基亚砜，且没有任何可检测到的过度氧化为β-羟基砜的情况。反应后催化剂可轻松回收并重复使用，活性无明显损失。
