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

Authors
Silverberg, LJ Kelly, S Vemishetti, P Vipond, DH Gibson, FS Harrison, B Spector, R Dillon, JL
Citation
Lj. Silverberg et al., A crystallization-induced stereoselective glycosidation reaction in the synthesis of the anticancer drug etoposide, ORG LETT, 2(21), 2000, pp. 3281-3283
Citations number
35
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
21
Year of publication
2000
Pages
3281 - 3283
Database
ISI
SICI code
1523-7060(20001019)2:21<3281:ACSGRI>2.0.ZU;2-R
Abstract
[GRAPHICS] The anticancer drug etoposide, 1, is prepared in 79% overall yield from rea dily available 4'-demethyl-4-epipodophyllotoxin, 3, and 4,6-O-ethylidene-2, 3-O-dibenzyl-D-glucose, 4, via a crystallization-induced stereoselective gl ycosidation reaction followed by catalytic hydrogenation.