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ChemInform Abstract: A New, Stereoselective Approach to Pyrrolidine-N-oxides by Sequential Condensation of Sulfones with Nitrones and Reverse-Cope Elimination.

✍ Scribed by A. R. WHEILDON; D. W. KNIGHT; M. P. LEESE

Publisher: John Wiley and Sons
Year: 2010
Weight: 31 KB
Volume: 29
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199809118

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✦ Synopsis

I) and addition of nitrones (II) results in a smooth condensation to give the unsaturated hydroxylamines (III) stereoselectively. These undergo reverse-Cope cyclizations at room temperature leading to the diastereomeric mixture of pyrrolidine-N-oxides (IV) and (V). -

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