Synthesis of pyrrolidin-3-ones from dihydropyran precursors via spiro-N,O-acetals |
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| Authors: | Jeremy Robertson Andrew J Tyrrell Sarah Skerratt |
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| Institution: | a Department of Chemistry, Chemistry Research Laboratory, University of Oxford, Mansfield Road, Oxford OX1 3TA, UK
b Pfizer Global Research and Development, Ramsgate Road, Sandwich CT13 9NJ, UK |
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| Abstract: | 2,2-Disubstituted pyrrolidin-3-ones are prepared in three steps from simple dihydropyran derivatives; the key spiro-N,O-acetal intermediate is a useful N-sulfonylketoiminium ion precursor. This route represents a formal synthesis of the indolizidine alkaloid core, with potential application to pyrrolizidines and quinolizidines. |
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