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Synthesis of 2-Cyclohexenone Derivatives via Gold(I)-Catalyzed Hydrative Cyclization of 1,6-Diynes

Chen Zhang*, Dong-Mei Cui, Li-Ying Yao, Bi-Song Wang, Yong-Zhou Hu and Teruyuki Hayashi

*ZJU-ENS Joint Laboratory of Medicinal Chemistry, School of Pharmaceutical Sciences, Zhejiang University, Hangzhou 310058, Peoples Republic of China, Email: chenzhangzju.edu.cn

C. Zhang, D.-M. Cui, L.-Y. Yao, B.-S. Wang, Y.-Z. Hu, T. Hayashi, J. Org. Chem., 2008, 73, 7811-7813.

DOI: 10.1021/jo800974x (free Supporting Information)


Abstract

The gold(I) complex MeAuPPh3 is a highly effective catalyst for the hydrative cyclization of 1,6-diynes to yield 3-methyl hex-2-enone derivatives with very good yield. A mechanism is proposed.

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Key Words

Cyclohexenones, Hydration


ID: J42-Y2008-2890