An asymmetric synthesis of (+)-desoxoprosophylline |
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Authors: | Sadagopan Raghavan Shaik Mustafa |
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Institution: | Organic Division I, Indian Institute of Chemical Technology, Hyderabad 500 007, India |
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Abstract: | An efficient synthesis of (+)-desoxoprosophylline is described. The key steps in the reaction sequence include the preparation of an N-Cbz-sulfilimine from the corresponding sulfoxide using the Burgess reagent, regio- and stereoselective hetero-functionalization of an alkene using the pendant sulfilimine as the nucleophile and a stereoselective amidomercuration to form the cis-2,6-disubstituted piperidine ring. |
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Keywords: | Amino alcohol Asymmetric synthesis Sulfoxide N-Cbz-sulfilimine Desoxoprosophylline |
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