A tandem C-H insertion—acetal cleavage sequence: stereocontrolled synthesis of substituted tetrahydrofurans |
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Authors: | Amel Garbi Patrick G Steel Tim Longstaff |
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Institution: | a Department of Chemistry, University of Durham, Science Laboratories, South Road, Durham DH1 3LE, UK b GlaxoSmithKline, Medicines Research Centre, Gunnels Wood Road, Stevenage, Herts SG1 2NY, UK |
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Abstract: | A short sequence involving Rh(II) mediated carbene insertion followed by Lewis acid promoted reductive acetal cleavage with Et3SiH provides a stereoselective method for the construction of 2,3,5-trisubstituted tetrahydrofuran rings. |
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Keywords: | Rhodium C-H insertion Reductive cleavage Acetal Tetrahydrofuran |
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