One-Carbon Homologation of N-Sulfonylaziridines to Allylic Amines Using Dimethylsulfonium Methylide

David M. Hodgson,* Matthew J. Fleming and Steven J. Stanway

*Department of Chemistry, University of Oxford, Chemistry Research Laboratory, Mansfield Road, Oxford, OX1 3TA, UK, Email: david.hodgsonchem.ox.ac.uk

D. M. Hodgson, M. J. Fleming, S. J. Stanway, Org. Lett., 2005, 7, 3295-3298.

DOI: 10.1021/ol051124p

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Abstract

Allylic N-sulfonylamines are synthesized in high yields and with high regioselectivities by reaction of N-sulfonylaziridines with excess dimethylsulfonium methylide.

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Key Words

Benzylic Amines, Allylic Amines, Aziridines

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ID: J54-Y2005-990