The marine triquinane sesquiterpene A 9(12) -capnellene (1) was synthesised from 2,2,5-trimethyl-5-hexenal (2) by a sequence of 11 synthetic operations \_ in 5% overall yield. The key steps 3 + 4 + 5 -f 6 involve two intramolecular type-I-"Mg-ene" processes.
Total synthesis of (±)chokol-A via an intramolecular type-I-magnesium ene reaction.
✍ Scribed by Wolfgang Oppolzer; Allan F. Cunningham
- Publisher
- Elsevier Science
- Year
- 1986
- Tongue
- French
- Weight
- 224 KB
- Volume
- 27
- Category
- Article
- ISSN
- 0040-4039
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📜 SIMILAR VOLUMES
+)-Sinularene (l\_) as well as (+)-5-epi-sinularene (2) were synthesised in a stereocontrolled manner from the norbornene 2 in overall yields of 4% and 8%, respectively. The key step 5 + 6 involves a reqio-and stereoselective intramolecular "magnesium-ene" reaction.
Synthesis of chiral bicyclo[4.3.1] decanes via an intramolecular acid catalysed type II ene reaction of chiral (5-isopropenylcyclohex-2-enyl)acetaldehydes derived from (R)-carvone is described.
## Abstract The racemic sesquiterpene isocomene (**1**) has been synthesized starting from 1,7‐octadien‐3‐one (**2**) in a stereoselective manner __(Scheme 2)__. In the key step **4** → **5** the C(7), C(8)‐bond was formed by an intramolecular thermal ene reaction. Further elaboration of **5** invo