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协同金和钪催化合成螺缩酮。

Synthesis of Spiroketals by Synergistic Gold and Scandium Catalysis.

机构信息

Key Laboratory for Colloid and Interface Chemistry of Education Ministry, School of Chemistry and Chemical Engineering, Shandong University , Jinan 250100, China.

State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , Shanghai 200032, China.

出版信息

Org Lett. 2017 May 19;19(10):2526-2529. doi: 10.1021/acs.orglett.7b00804. Epub 2017 May 5.

Abstract

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.

摘要

协同金(I)和钪(III)催化的螺环缩酮的超快合成已被报道。通过金生成的烯醚与 Sc(III)催化的邻醌甲醚中间体的非对映选择性[4+2]环加成,快速构建了多种 5,6-苯并螺环缩酮。超快的反应速率、环境反应温度、广泛的适用性、高收率、优异的非对映选择性和良好的可扩展性是该方法的吸引人的特点。

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