✦ LIBER ✦
Application of the intramolecular magnesium-ene reaction to the stereocontrolled total syntheses of (±)-12-acetoxysinularene and (±)-5-epi-12-acetoxysinularene
✍ Scribed by Wolfgang Oppolzer; Tadhg Begley; Alison Ashcroft
- Publisher
- Elsevier Science
- Year
- 1984
- Tongue
- French
- Weight
- 208 KB
- Volume
- 25
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
The sesquiterpene (+)-12-acetoxysinularene (1) and its C(5)-epimer 13 were each synthesized stereoselectively from the norbo&yl-iodoacetal 1 in 5%and 7% overall yields. The critical step 10 -t 11 involves the regio-and stereo--selective "magnesium-ene" reaction 5 -t 2.