A conjunctive diquinane synthesis using a free-radical catalyzed intramolecular [3 + 2] methylenecyclopentane annulation
โ Scribed by Chad C. Huval; Daniel A. Singleton
- Book ID
- 104215558
- Publisher
- Elsevier Science
- Year
- 1994
- Tongue
- French
- Weight
- 155 KB
- Volume
- 35
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
โฆ Synopsis
Alkylation of the metbylenecyclopmpane 1 with 4-alkynyl iodides followed by a free-radical mediated intramolecular methylenecyclopentaoe annularion annposes a quick and eff~cienl new diquinane synthesis. A multitude of [Zatom + Zatom] cycloaddition-type methods for cyclopentane ring synthesis have been developed in recent years, with diverse applicability and limitations. Intramolecular cycloadditions are a powerful strategy for the synthesis of polycyclics, and intramolecular versions of the [3 + 21 cyclopentane
๐ SIMILAR VOLUMES
4-Dimethylamino 2-aza-l,3-diene~ 2a,b derived respectively from methyl N-(Iethoxyethyliden)glycinate la and methyl N-[bis-(methylthio)methylene]glycinate lb react with hydrazines 3a,b and amines 3e,d to give the corresponding new imidazole-4-carboxylates 5(a-f) by a solvent-free aza-annulation.