Stereoselective Synthesis of 4,5-Dihydroxy-D-erythro- and 4,5-Dihydroxy-D-threo-L-norvaline from D-Ribonolactone

Jesús Ariza, Miguel Díaz, Josep Font, Rosa M. Ortuño

Research output: Contribution to journalArticleResearchpeer-review

17 Citations (Scopus)

Abstract

Nitrogen functions have been introduced stereoselectively at the C-2 position in D-ribonolactone derivatives in order to prepare the title unnatural amino acids. The synthetic strategies lie in the inversion of configuration in SN2-type substitution reactions and stereospecific hydrogenation of conveniently substituted butenolides. The threo-isomer is the key precursor in the synthesis of the antibiotic clavalanine. © 1993.
Original languageEnglish
Pages (from-to)1315-1326
JournalTetrahedron
Volume49
Issue number6
DOIs
Publication statusPublished - 5 Feb 1993

Fingerprint Dive into the research topics of 'Stereoselective Synthesis of 4,5-Dihydroxy-D-erythro- and 4,5-Dihydroxy-D-threo-L-norvaline from D-Ribonolactone'. Together they form a unique fingerprint.

Cite this