The preparation of (S)-3,4-dehydroproline from (2S,4R)-4-hydroxyproline

Article abstract of DOI:10.1139/v82-419

(2S,4R)-N-benzyloxycarbonyl-4-tosyloxyproline methyl ester, readily prepared from commercially available (2S,4R)-N-benzyloxycarbonyl-4-hydroxyproline, was converted to (S)-3,4-dehydroproline of high enantiomeric purity by a process which involved a highly regioselective phenylselenoxide elimination to introduce the olefinic function.

Full text of DOI:10.1139/v82-419

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