Directed lithiation on the quinuclidine ring system: the synthesis of 2,3-difunctionalised quinuclidines |
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| Authors: | Ian A O’Neil James Hitchin Alan P Chorlton |
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| Institution: | a Robert Robinson Laboratories, Department of Chemistry, University of Liverpool, Crown Street, Liverpool L69 7ZD, UK
b Pharmorphix Ltd, 250 Milton Science Park, Cambridge CB4 0WE, UK |
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| Abstract: | Lithiation of 3-methoxymethyl quinuclidine N-oxide occurs regioselectively to generate the 2-lithio 3-methoxymethyl derivative which can be trapped out with non-enolisable electrophiles to give 2,3-disubstituted quinuclidine N-oxide derivatives in good yield. |
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| Keywords: | Amine oxide Lithiation Quinuclidine |
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