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Catalytic silylation of secondary alcohols by pyridine N-oxide derivative
Institution:1. Jiangxi Key Laboratory of Organic Chemistry, Jiangxi Science and Technology Normal University, 605 Fenglin Avenue, Nanchang, Jiangxi 330013, PR China;2. High Level Engineering Research Center of Biopharmaceutical Molecules and Diagnostic Apparatuses, Jiangxi Provincial Colleges and Universities, 605 Fenglin Avenue, Nanchang, Jiangxi 330013, PR China;1. Shaanxi Key Laboratory of Natural Products & Chemical Biology, College of Chemistry & Pharmacy, Northwest A&F University, 22 Xinong Road, Yangling 712100, Shaanxi, China;2. State Key Laboratory of Stress Biology for Arid Areas, Northwest A&F University, Yangling, Shaanxi, China;3. The College of Plant Protection, Northwest A&F University, China;4. Key Laboratory of Botanical Pesticide R&D in Shaanxi Province, Yangling, Shaanxi 712100, China;1. Department of Chemistry, Dainton Building, University of Sheffield, Brook Hill, Sheffield S3 7HF, UK;2. GlaxoSmithKline Research & Development Ltd, Medicines Research Centre, Gunnels Wood Road, Stevenage, Hertfordshire SG1 2NY, UK;1. Department of Chemistry, Michigan Technological University, 1400 Townsend Drive, Houghton, MI 49931, USA;2. Department of Medicinal Chemistry, University of Minnesota, 308 Harvard Street SE, Minneapolis, MN 55455, USA
Abstract:The reaction of t-butyldiphenylsilyl (TBDPS) chloride with secondary alcohols was catalyzed by pyrrolidinopyridine N-oxide (PPYO) in the presence of diisopropylethylamine (DIPEA) at room temperature, giving the corresponding TBDPS ethers in high yields.
Keywords:Organocatalyst  Silylation  Secondary alcohols
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