Gold-Catalyzed 1,2-Acyloxy Migration/Coupling Cascade of Propargyl Diazoacetates: Synthesis of Isomycin Derivatives

Ming Bao, Xin Wang, Lihua Qiu, Wenhao Hu, Philip Wai Hong Chan*, Xinfang Xu*

*School of Chemistry, Monash University, Clayton, Victoria 3800, Australia; School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou, 510006, China, Email: phil.chanmonash.edu, xinfangxusuda.edu.cn

M. Bao, X. Wang, L. Qiu, W. Hu, P. W. H. Chan, X. Xu, Org. Lett., 2019, 21, 1813-1817.

DOI: 10.1021/acs.orglett.9b00392

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Abstract

An efficient gold(I)-catalyzed carbocyclization reaction enables the synthesis of isomycin derivatives from propargyl diazoacetates. The use of protic additives was essential to regulating the reaction outcome by fine-tuning the catalytic preference of the gold(I) complex.

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Key Words

butenolides

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ID: J54-Y2019