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GaI_3 Catalyzed Tetrahydropyranylation of Alcohols and Phenols
作者姓名:孙培培  胡志新
作者单位:College of Chemistry and Environmental Science,Nanjing Normal University,Nanjing,Jiangsu 210097,China,College of Chemistry and Environmental Science,Nanjing Normal University,Nanjing,Jiangsu 210097,China
基金项目:Project supported by the Natural Science Foundation of the Education Department of Jiangsu province (No. 03KJD150109).
摘    要:Introduction Tetrahydropyranylation is an efficient method for the protection of hydroxyl group in organic synthesis due to the stability of the tetrahydropyranyl acetals because they are stable under a variety of reaction conditions such as alkaline media, Grignard reagents, lithium al-kyls, metal hydrides, oxidative reagents, alkylating and acylating reagents.1 Tetrahydropyranyl acetals are gen-erated by a nucleophilic addition of alcohols or phenols to 3,4-dihydro-2H-pyran (DHP). A variet…


GaI3 Catalyzed Tetrahydropyranylation of Alcohols and Phenols
SUN,Pei-Pei HU,Zhi-Xin.GaI_3 Catalyzed Tetrahydropyranylation of Alcohols and Phenols[J].Chinese Journal of Chemistry,2004(11).
Authors:SUN  Pei-Pei HU  Zhi-Xin
Institution:SUN,Pei-Pei* HU,Zhi-Xin
Abstract:In dichloromethane, the nucleophilic addition of alcohols or phenols to 3,4-dihydro-2H-pyran (DHP) was cata-lyzed effectively by gallium triiodide which was generated in situ by the reaction of gallium metal and iodine to give the corresponding tetrahydropyranyl acetals in good to excellent yields.
Keywords:gallium triiodide  alcohol or phenol  2-alkoxy(aryloxy)tetrahydropyran  the protection of hydroxyl group
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