Diastereo- and enantioselective construction of spirooxindole scaffolds through a catalytic asymmetric [3 + 3]
1School of Chemistry and Material Science, Jiangsu Normal University, Xuzhou, 221116, China. fshi@jsnu.edu.cn guangjianM@jsnu.edu.cn.
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).
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