A crystallization-induced stereoselective glycosidation reaction in the synthesis of the anticancer drug etoposide

Lee Jonathan Silverberg, Sean Kelly, Purushotham Vemishetti, David H. Vipond, Frank S. Gibson, Brian Harrison, Richard Spector, John L. Dillon

Research output: Contribution to journalArticle

21 Scopus citations

Abstract

(formula presented) The anticancer drug etoposide, 1, Is prepared in 79% overall yield from readily available 4′-demethyl-4-epipodophyllotoxin, 3, and 4,6-O-ethylidene-2,3-O-dibenzyl-D-glucose, 4, via a crystallization-induced stereoselective glycosidation reaction followed by catalytic hydrogenation.

Original languageEnglish (US)
Pages (from-to)3281-3283
Number of pages3
JournalOrganic Letters
Volume2
Issue number21
Publication statusPublished - Oct 19 2000

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All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Silverberg, L. J., Kelly, S., Vemishetti, P., Vipond, D. H., Gibson, F. S., Harrison, B., ... Dillon, J. L. (2000). A crystallization-induced stereoselective glycosidation reaction in the synthesis of the anticancer drug etoposide. Organic Letters, 2(21), 3281-3283.