Combretastatin Analogs via Hydration of Stilbene Derivatives
β Scribed by Mannila, Erkki ;Talvitie, Antti
- Book ID
- 102365371
- Publisher
- John Wiley and Sons
- Year
- 1993
- Tongue
- English
- Weight
- 280 KB
- Volume
- 1993
- Category
- Article
- ISSN
- 0947-3440
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β¦ Synopsis
Abstract
Hydration of the double bond of some stilbene congeners of Picea abies bark by TiCl~4~Β·NaBH~4~ reagent is described. Five racemic 1,2βdiphenylethanol derivatives (9β13), structurally related to (R)β(Β·)βcombretastatin [(R)β1], have been obtained and characterized mainly by ^13^Cβ and ^1^HβNMR as well as mass spectrometry. The antileukemic activity of each compound has preliminarily been tested by the mouse leukemia L1210 system. Compound 10 has been synthesized by FriedelβCrafts acylation.
π SIMILAR VOLUMES
Trans-stilbene oxides have been obtained in up to 83% enantiomeric excess via reaction of S-benzyl ylides prepared from optically active trans-2,5disubstituted thiolanes. The potential of sulfur ylides for the preparation of optically active epoxides was first recognized and investigated by Trost an