Titanium(III) reagents in carbohydrate chemistry: Glycal and C-glycoside synthesis

Roxanne P. Spencer, Jeffrey Schwartz

Research output: Contribution to journalArticlepeer-review

82 Scopus citations

Abstract

Titanocene(III) chloride and zirconcene(III) chloride are effective and mild reagents for radical generation in organic synthesis. In carbohydrate chemistry, these species are useful for the conversion of glycosyl halides to glycals, and for the stereospecific preparation of C-glycosides. In all cases, the 1-glycosyl radical is an active intermediate, generated by reaction of carbohydrate substrates with the organometallic. (C) 2000 Elsevier Science Ltd.

Original languageEnglish (US)
Pages (from-to)2103-2112
Number of pages10
JournalTetrahedron
Volume56
Issue number15
DOIs
StatePublished - Apr 7 2000

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Keywords

  • C-glycoside
  • Glycal
  • Titanium
  • Titanocene chloride

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