Stereoselective synthesis of (−)-allosedamine |
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| Authors: | Sadagopan Raghavan A Rajender |
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| Institution: | Organic Division I, Indian Institute of Chemical Technology, Hyderabad 500-007, India |
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| Abstract: | A stereoselective synthesis of (−)-allosedamine is disclosed. β-Aminosulfoxide 4 was generated stereoselectively by condensation of the sulfinyl anion 2 with N-Ts imine 3. The bromohydrin 5 was obtained by intramolecular sulfinyl group participation and the piperidine ring of allosedamine was elaborated using the ring-closing metathesis (RCM) reaction. |
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| Keywords: | Allosedamine β-Aminosulfoxide Bromohydrin Pummerer reaction Ring-closing metathesis reaction |
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