Synthesis of tetrahydrofurans via silicon promoted Pummerer type reaction |
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Authors: | Sadagopan Raghavan A RajenderMAbdul Rasheed SRamakrishna Reddy |
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Institution: | Organic Division I, Indian Institute of Chemical Technology, Hyderabad 500 007, India |
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Abstract: | A novel, unprecedented transformation of δ-hydroxysulfoxides into substituted tetrahydrofurans by a silicon promoted Pummerer type reaction is disclosed. The transformation is shown to be general and is brought about under very mild reaction conditions. The products with the sulfide group at the anomeric carbon provide a suitable handle to carry out further transformations. |
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Keywords: | tetrahydrofurans Pummerer rearrangement sulfoxide t-butyldiphenylchlorosilane |
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