Tandem five membered-ring selective Prins reaction and Friedel–Crafts reaction |
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| Authors: | Yuji Suzuki Takanori Niwa Eiko Yasui Megumi Mizukami Masaaki Miyashita Shinji Nagumo |
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| Institution: | 1. Department of Applied Chemistry, Kogakuin University, Nakano 2665-1, Hachioji, Tokyo 192-0015, Japan;2. Hokkaido Pharmaceutical University, School of Pharmacy, Katsuraoka 7-1, Otaru 047-0264, Japan |
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| Abstract: | A tandem reaction consisting of five membered-ring selective Prins cyclization and subsequent Friedel–Crafts cyclization was developed. The reactions of phenyl homoallylic alcohol 3 and benzaldehyde derivatives 6 afforded tetrahydroindenofurans 7 or pentacyclic products 8, depending upon the quantity of 6. Also homoallylic alcohol 12 having an alkyne–cobalt moiety reacted with 6 to give rise to tetrahydroindenofurans 13 in good yields. |
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