Chelation-Controlled Regioselection in Palladium-Catalyzed Carbonyl Allylation by 4-Pentene-1,3-Diol or Its Cyclic Carbonate |
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Authors: | Yoshiro Masuyama Susumu Mochizuki Yasuhiko Kurusu |
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Institution: | Department of Chemistry , Sophia University , 7-1 Kioicho, Chiyoda-ku, Tokyo, 102, Japan |
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Abstract: | With cat. PdCl2(PhCN)2 and SnCl2, 4-pentene-1,3-diol caused regioselective carbonyl allylation at 3-position in DMF to produce 2-substituted 3-vinyltetrahydrofurans and/or 1-substituted 2-vinylbutane-1,4-diols, and cyclic carbonate of 4-pentene-1,3-diol caused regioselective carbonyl allylation at terminal 5-position in THF to produce 1-substituted 3-hexene-1,6-diols. |
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