✦ LIBER ✦
The stereoselective addition of organometallic reagents to electron-deficient alkylidenecyclohexanes; alternative linkages for cholaphane synthesis
✍ Scribed by Anthony P. Davis; Thomas J. Egan; Michael G. Orchard; Desmond Cunningham; Patrick McArdle
- Publisher
- Elsevier Science
- Year
- 1992
- Tongue
- French
- Weight
- 929 KB
- Volume
- 48
- Category
- Article
- ISSN
- 0040-4020
No coin nor oath required. For personal study only.
✦ Synopsis
Knoevenagel condensations between t-butylcyclohexanone and malononim' le, Meldrum' s acid and ethyl cyanoacetate gave electron-deficient alkenes which underwent equatorial-selective attack by chemoselective aryl organometallic reagents. Further transformations of the products were
shown to be possible in some cases. The methodology is relevant to the synthesis of macrocyclic "cholaphane" receptors with externally-directed functional groups.