Diastereoselective reduction of hemiacetals derived from 2,3-o-isopropylidene derivatives of carbohydrate lactones

Shende Jiang, Gurdial Singh, Richard H. Wightman

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

Reactions of organomagnesium and/or organolithium reagents with 2,3-O-isopropylidene-D-erythronolactone and 5-O-tertbutyldiphenylsilyl-2,3-O-isopropylidene-D-ribonolactone gave good yields of the corresponding hemiacetals which, by choice of hydride reagents, can be reduced stereoselectively to give products with a syn-(threo-) relationship between the new chiral centre and that at C-2 of the lactone.

Original languageEnglish
Pages (from-to)67-68
Number of pages2
JournalChemistry Letters
Issue number1
Publication statusPublished - 1996

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