Gold(I)-Catalyzed Tandem Cycloisomerization of 1,5-Enyne Ethers by Hydride Transfer

Xiao-Lin Lu; Mao-Yun Lyu; Xiao-Shui Peng; Henry N C Wong

doi:10.1002/anie.201806842

Gold(I)-Catalyzed Tandem Cycloisomerization of 1,5-Enyne Ethers by Hydride Transfer

Angew Chem Int Ed Engl. 2018 Aug 27;57(35):11365-11368. doi: 10.1002/anie.201806842. Epub 2018 Jul 24.

Authors

Xiao-Lin Lu¹, Mao-Yun Lyu¹, Xiao-Shui Peng^{1

2}, Henry N C Wong^{1

2}

Affiliations

¹ Department of Chemistry, and State Key Laboratory of Synthetic Chemistry, The Chinese University of Hong Kong, Shatin, New Territories, Hong Kong SAR, China.
² Shenzhen Municipal Key Laboratory of Chemical Synthesis of Medicinal Organic Molecules, Shenzhen Research Institute, The Chinese University of Hong Kong, No.10, Second Yuexing Road, Shenzhen, 518507, China.

PMID: 29989283
DOI: 10.1002/anie.201806842

Abstract

A novel gold-catalyzed tandem protocol, initiated by hydride transfer in the presence of catalytic (C₆ F₅ )₃ PAuCl/AgSbF₆ , for the formation of fused polycyclic ring systems has been achieved. This tandem reaction provides rapid access to various fused polycyclic species in a single chemical operation, leading to stereospecific formation of two carbon-carbon bonds and three rings.

Keywords: cycloisomerization; enynes; gold; heterocycles; synthetic methods.