Hydroxylated pyrrolidines. Synthesis of 1,4-dideoxy-1,4-imino-L-lyxitol, 1,4,5-trideoxy-1,4-imino-D- and -L-lyxo-hexitol, 2,3,6-trideoxy-3,6-imino-D-glycero-L-altro- and -D-glycero-L-galacto-octitols, and of a chiral potential precursor of carbapenem systems

D. K. Thompson, C. N. Hubert, R. H. Wightman

Research output: Contribution to journalArticle

Abstract

Enantiospecific syntheses are reported for the title pyrrolidines, from carbohydrate precursors. An intermediate in one of the routes, ethyl 2,3,6-trideoxy-3,6-imino-4,5:7,8-di-O-isopropylidine-D-glycero-L-altr o-octonate (23), could be converted in two steps into a ß-lactam.

Original languageEnglish
Pages (from-to)3827-3840
Number of pages14
JournalTetrahedron
Volume49
Issue number18
DOIs
Publication statusPublished - 1993

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