Gold(I)‐Catalyzed Furan‐yne Cyclizations Involving 1,2‐Rearrangement: Efficient Synthesis of Functionalized 1‐Naphthols and Its Application to the Synthesis of Wailupemycin G |
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| Authors: | Dr Yifeng Chen Dr Lu Wang Ning Sun Xin Xie Dr Xiaobo Zhou Haoyi Chen Prof Yuxue Li Prof Yuanhong Liu |
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| Institution: | State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032 (P.R. China), Fax: (+86)?021‐64166128 |
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| Abstract: | Gold‐catalyzed cascade cyclization/1,2‐rearrangement of 1‐(2‐furanyl)phenyl propargyl alcohols has been developed, which provides a rapid and efficient access to multisubstituted 1‐naphthols bearing an enal or enone moiety with high stereoselectivity. The (Z)‐ or (E)‐stereochemistry can be easily controlled by choosing protected‐ or non‐protected substrates. The utility of the methodology has been illustrated in the first total synthesis of wailupemycin G. |
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| Keywords: | 1 2‐migration 1‐naphthols furans gold homogeneous catalysis |
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