γ-Oxygenated-α,β-unsaturated sulfones in radical cyclizations and cascade processes
✍ Scribed by Javier Adrio; Juan C Carretero
- Publisher
- Elsevier Science
- Year
- 1998
- Tongue
- French
- Weight
- 998 KB
- Volume
- 54
- Category
- Article
- ISSN
- 0040-4020
No coin nor oath required. For personal study only.
✦ Synopsis
A wide variety of radical precursors having the structure of "/-oxygenated-ct,13-unsaturated sulfone (substrates 1-4) have been prepared. Both 5-hexenyl and 6-heptenyl radicals, generated by reaction of substrates 1-4 with Bu3SnH/AIBN, underwent an efficient cyclizatlon via intramolecular addition to the vinyl sulfone moiety. By introduction of a double bond joined to the oxygen at y-position, a cascade process based on two sequential radical cyclizations took place, affording highly substituted 2-oxa[3.3.0] or 9-oxa[4.3.0] bicyclic compounds.
📜 SIMILAR VOLUMES
In contrast to organocuprate conjugate addition and standard methods for conjugate reduction, use of the stable copper0 hydride cluster, [(ph3p)cuH)6, allows chemoselective conjugate reduction of o&msaturated carbonyl compounds substituted at the ~position with leaving groups. In addition, the compa
## Abstract The photolysis of (R)‐(+)‐phenyl and (R)‐(+)‐__p__‐anisyl 1, 2, 3‐trimethylcyclopent‐2‐enyl ketone (**1**, **2**) and the corresponding __rac__‐1‐ and 3‐desmethyl analogs (**3**, **4**) led to isomerization due to formal 1, 3 aroyl migration and to formation of aryl aldehydes (**7**, **