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Paper | Regular issue | Vol 48, No. 11, 1998, pp.2263-2278
Published online, 1st January, 1970
DOI: 10.3987/COM-98-8292
Synthesis of (2R,3S)-3-Hydroxy-2-hydroxymethylpyrrolidine from (4S,5S)-3-Benzyl-4-formyl-5-vinyl-2-oxazolidinone

Andrew G. H. Wee,* Douglas D. McLeod, and Trent J. Rankin

*Department of Chemistry, University of Regina, Regina, Saskatchewan, S4S 0A2, Canada

Abstract

(4S,5S)-3-Benzyl-4-formyl-5-vinyl-2-oxazolidinone (2), readily prepared via the reductive elimination of the mannose-derived iodo phenyl sulfone (6b), is used in the synthesis of the alkaloid (2R,3S)-3-hydroxy-2-hydroxymethylpyrrolidine (1).