通过催化不对称[3 + 3]环加成反应实现螺环氧化吲哚骨架的非对映和对映选择性构建。
Diastereo- and enantioselective construction of spirooxindole scaffolds through a catalytic asymmetric [3 + 3] cycloaddition.
作者信息
Li Can, Lu Han, Sun Xiao-Xue, Mei Guang-Jian, Shi Feng
机构信息
School of Chemistry and Material Science, Jiangsu Normal University, Xuzhou, 221116, China.
出版信息
Org Biomol Chem. 2017 Jun 7;15(22):4794-4797. doi: 10.1039/c7ob01059a.
PMID:28537296
Abstract
A chiral phosphoric acid-catalyzed asymmetric [3 + 3] cycloaddition of C3-substituted 2-indolylmethanols with isatin-derived azomethine ylides has been established, which afforded chiral spirooxindoles in considerable yields, moderate to good enantioselectivities and excellent diastereoselectivities (up to 85% yield, 96 : 4 er, all >95 : 5 dr).
摘要
已建立了一种手性磷酸催化的C3-取代的2-吲哚基甲醇与异吲哚酮衍生的甲亚胺叶立德的不对称[3+3]环加成反应，该反应以相当高的产率、中等至良好的对映选择性和优异的非对映选择性得到手性螺环氧化吲哚（产率高达85%，对映体比例为96:4，非对映体比例均>95:5）。
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