Synthetic approaches to either homochiral or achiral derivatives of 3-hydroxy-2(5H)-furanone (isotetronic acid)

Joaquim Bigorra, Josep Font, Cristina Ochoa de Echagüen, Rosa M. Ortuño

Research output: Contribution to journalArticleResearchpeer-review

21 Citations (Scopus)

Abstract

Several title compounds were synthesized according to new methods based either on the use of D-ribonolactone as a chiral precursor or on the cyclization of 2,4-dioxopentanoic acid as a suitable achiral precursor. Base-induced elimination and subsequent acid-promoted ring contraction is an efficient protocol for the preparation of isotetronic acids from 2-O-alkyl-3,4-O-benzylidene-D-ribono-1,5-lactone derivatives. © 1993.
Original languageEnglish
Pages (from-to)6717-6728
JournalTetrahedron
Volume49
Issue number30
DOIs
Publication statusPublished - 23 Jul 1993

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