Syntheses of iminolyxitols via tandem reduction-alkenylation of O'Donnell's Schiff bases

Hossein Razavi, Robin Polt

Research output: Contribution to journalArticle

16 Scopus citations

Abstract

The concise enantioselective synthesis of iminolyxitol glycosidase inhibitors starting from benzophenone imines of D-serine and L-alanine esters is very efficient. The reductive-alkenylation of the Schiff bases followed by substrate-directed dihydroxylation and amino dehydration gave the polyhydroxylated pyrrolidines in excellent overall yields (19.6% for 3 → 8. 9.9% for 2 → 13.).

Original languageEnglish (US)
Pages (from-to)3371-3374
Number of pages4
JournalTetrahedron Letters
Volume39
Issue number21
DOIs
StatePublished - May 21 1998

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Syntheses of iminolyxitols via tandem reduction-alkenylation of O'Donnell's Schiff bases'. Together they form a unique fingerprint.

  • Cite this