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Phenylthiomethylstannylation of silyl enol ethers and silyl dienol ethers
Institution:1. Chemistry Research Unit, REVA Institute of Science and Management, Bangalore 560064, India;2. Department of Chemistry, REVA Institute f Technology and Management, Bangalore 560064, India;3. Director Planning, REVA University, Bangalore 560064, India;1. Laboratoire de Synthèse Organique Appliquée, Faculté des Sciences Exactes et Appliquées, Université d’Oran 1 Ahmed Ben Bella, BP 1524 El M''Naouer, 31000 Oran, Algeria;2. Department of Organic Chemistry, University of Valencia, Dr. Moliner 50, 46100 Burjassot, Valencia, Spain;3. UMR 7565, SRSMC, CNRS-Université de Lorraine, Faculté de Pharmacie, 5 rue Albert Lebrun, BP 80403, 54001 Nancy, France;4. Sorbonne Universités, UPMC Univ Paris 06, CNRS USR3151, “Protein Phosphorylation and Human Disease” Unit, Plateforme de criblage KISSf, Station Biologique de Roscoff, Place Georges Teissier, 29688 Roscoff, France;5. Centre de Diffractométrie X, Institut des Sciences Chimiques de Rennes, UMR 6226, CNRS-Université de Rennes 1, Bâtiment 10B, Campus de Beaulieu, 35042 Rennes, France;6. Chimie Organique et Interfaces, Institut des Sciences Chimiques de Rennes, UMR 6226, CNRS-Université de Rennes 1, Bâtiment 10A, Case 1003, Campus de Beaulieu, 35042 Rennes, France;1. N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, 9 Ac. Lavrentiev Avenue, Novosibirsk, 630090, Russia;2. Novosibirsk State University, 2 Pirogova Str., Novosibirsk, 630090, Russia
Abstract:Silyl enol ethers (2) react with tributyl (phenylthio) chloromethyl] stannane (1) in the presence of Zinc bromide to give β-phenylthiomethylstannyl ketones (3) in good yields. Silyl dienol ethers (4) mainly give products (5) due to γ-attack, under these conditions.
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