Six- versus Five-Membered Ring Formation in Radical Cyclizations of 7-Bromo-Substituted Hexahydroindolinones
β Scribed by Rashatasakhon, Paitoon; Ozdemir, Ayse Daut; Willis, Jerremey; Padwa, Albert
- Book ID
- 125990020
- Publisher
- American Chemical Society
- Year
- 2004
- Tongue
- English
- Weight
- 80 KB
- Volume
- 6
- Category
- Article
- ISSN
- 1523-7060
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π SIMILAR VOLUMES
The ratio of methylenecyclopentane to methylenecyclohexane derivatives observed in the vinyl radical cyclization increases with the concentration of substrate and tin hydride.
Radical cyclization of 1-vinyl-5-methyl-5-hexenyl radicals (radical numbering) affords six-membered ring products prevailing over the isomeric five-membered ring compounds; the former are generated through two reaction pathways: 6-endo-trig ring closure and rearrangement of intermediate methylenecyc
## Abstract For Abstract see ChemInform Abstract in Full Text.