Organolithium additions to styrene derivatives: Intramolecular alkylation processes
β Scribed by Xudong Wei; Richard J.K. Taylor
- Publisher
- Elsevier Science
- Year
- 1996
- Tongue
- French
- Weight
- 105 KB
- Volume
- 37
- Category
- Article
- ISSN
- 0040-4039
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π SIMILAR VOLUMES
Organolithium addition to styrene and its derivatives, followed by electrophilic trapping, has been investigated in the presence of (-)-sparteine. With styrene, enantiomeric excesses up to 30% were observed, the ee depending on the solvent, temperature and electrophile. With 2-substituted styrenes,
Lewis acid promoted intramolecular additions of allylsilanes to I~-lactones proceed smoothly to give variously substituted cyclopentanes. A proposed transition state assembly for this reaction guided our efforts to improve the stereo.selectivity, A novel Fdedel-Cr'dts alkylation of ~-lactones is als