3 years ago

Synthesis of Spiroketals by Synergistic Gold and Scandium Catalysis

Synthesis of Spiroketals by Synergistic Gold and Scandium Catalysis
Man Liang, Shuai Zhang, Jiong Jia, Jianwu Wang, Chen-Ho Tung, Zhenghu Xu
An ultrafast synthesis of spiroketals by synergistic gold(I) and Sc(III) catalysis has been reported. Diverse 5,6-benzannulated spiroketals were rapidly constructed by the diastereoselective [4 + 2] cycloaddition between gold-generated enol ether and Sc(III)-catalyzed o-quinone methide intermediates. Ultrafast reaction rate, ambient reaction temperature, general scope, high yields, excellent diastereoselectivity, and good scalability are attractive features of this method.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b00804

DOI: 10.1021/acs.orglett.7b00804

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