Stereoselective Synthesis of (+)-Swainsonine and (-)-8,8a-Di-epi -swainsonine

Tohru Oishi, Toshihiro Iwakuma, Masahiro Hirama, Shô Itô

Research output: Contribution to journalArticle

59 Citations (Scopus)

Abstract

(+)-Swainsonine 2 and (-)-8,8a-di-epi-swainsonine 3 were stereoselectively synthesized from L-glutamic acid via a highly diastereoselective intramolecular conjugate addition of amide 20 and carbamate 8, respectively. Another key step is a stereoselective osmium-catalyzed dihydroxylation of indolizidine double bond.

Original languageEnglish
Pages (from-to)404-406
Number of pages3
JournalSynlett
Volume1995
Issue number5
DOIs
Publication statusPublished - May 1995
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

Fingerprint Dive into the research topics of 'Stereoselective Synthesis of (+)-Swainsonine and (-)-8,8a-Di-epi -swainsonine'. Together they form a unique fingerprint.

  • Cite this