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A radical cyclization between enol silyl ethers and aryl or alkenyl bromide moieties
Affiliation:1. Medicinal Chemistry Research Laboratory, Shionogi & Co., Ltd, 1-1 Futaba-cho, 3-chome, Toyonaka, Osaka 561-0825, Japan;2. Drug Discovery & Disease Research Laboratory, Shionogi & Co., Ltd, 1-1 Futaba-cho, 3-chome, Toyonaka, Osaka 561-0825, Japan;3. Shionogi Techno Advance Research Co., Ltd., 1-1 Futaba-cho, 3-chome, Toyonaka, Osaka 561-0825, Japan;4. Global Innovation Office, Shionogi & Co., Ltd, 1-1 Futaba-cho, 3-chome, Toyonaka, Osaka 561-0825, Japan;1. Key Laboratory of Medicinal Chemistry for Natural Resources (Yunnan University), Ministry of Education, School of Chemical Science and Technology, Yunnan University, Kunming 650091, China;2. State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China;3. University of Chinese Academy of Sciences, Beijing 100049, China;1. Department of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung 807, Taiwan;2. Department of Biotechnology, Kaohsiung Medical University, Kaohsiung 807, Taiwan;1. Dipartimento di Scienze, Università della Basilicata, via dell’Ateneo Lucano 10, 85100 Potenza, Italy;2. Dipartimento di Medicina Molecolare e Traslazionale, Università di Brescia, Viale Europa 11, 25123 Brescia, Italy;3. Department of Life Sciences, New York Institute of Technology (NYIT), 1855 Broadway, New York, NY 10023, USA;4. Dipartimento di Scienze Chimiche, Università di Napoli Federico II, Complesso Universitario Monte S. Angelo, Via Cintia 4, 80126 Napoli, Italy;5. JASCO Corporation, Hachioji-shi, Tokyo 192-8537, Japan;6. Department of Chemistry, Columbia University, 3000 Broadway, 3114, New York, NY 10027, USA;1. The State Key Laboratory of Medicinal Chemical Biology, College of Pharmacy and Tianjin Key Laboratory of Molecular Drug Research, Nankai University, Tianjin, 300350, PR China;2. Collaborative Innovation Center of Chemical Science and Engineering, Tianjin, PR China
Abstract:Enol silyl ethers bearing aryl or alkenyl bromide moieties at their appropriate positions undergo radical cyclization in the presence of Bu3SnH and AIBN to yield the corresponding 5- and 6-membered cycloalkanols in good yields.
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