Catalytic Asymmetric Epoxidation of Electron-Deficient Enynes Promoted by Chiral N,N '-Dioxide-Scandium(III) Complex

Catalytic Asymmetric Epoxidation of Electron-Deficient Enynes Promoted by Chiral N,N '-Dioxide-Scandium(III) Complex
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DOI:
10.1002/adsc.201700555
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发表时间:
2017
影响因子:
5.4
通讯作者:
Feng Xiaoming
Feng Xiaoming
中科院分区:
化学2区
文献类型:
--
作者:
Zhang Hang;Yao Qian;Lin Lili;Xu Chaoran;Liu Xiaohua;Feng Xiaoming

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以手性N,N′-二氧化物-钪(III)配合物为催化剂,以环境友好的过氧化氢水溶液为氧化剂,实现了缺电子烯炔的不对称环氧化反应.在0.5- 2mol%催化剂存在下,以较高的产率(高达97%)和良好的ee值(高达99%)得到了多种三取代炔基环氧乙烷。 此外,控制实验提供了一个基本的洞察反应机理。
An asymmetric epoxidation of electron‐deficient enynes with environmentally benign aqueous hydrogen peroxide as oxidant has been accomplished by developing a chiralN,N′‐dioxide‐Scandium(III) complex catalytic system. In the presence of 0.5–2 mol% catalyst, a variety of trisubstituted alkynyl oxiranes were obtained in high yields (up to 97%) with excellent ee values (up to 99%). Furthermore, control experiments provide a fundamental insight into the reaction mechanism.