Preparation and synthetic application of 2-bromoallyltrimethylsilane as a 1-hydroxymethylvinyl anion equivalent
โ Scribed by Hisao Nishiyama; Hiroshi Yokoyama; Shinzo Narimatsu; Kenji Itoh
- Publisher
- Elsevier Science
- Year
- 1982
- Tongue
- French
- Weight
- 204 KB
- Volume
- 23
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
๐ SIMILAR VOLUMES
Various homologation methods of aliphatic and alicyclic systems are based on synthetic applications of stabilized carbanions.
t-Butyl methyl ether can be metallated directly to afford a reactive and synthetically useful hydroxymethyl anion equivalent. t-Butyl methyl ether (TBME), a cheap @. $'l/iiter) commercial chemical, can be metallated by s-butyllithium -potassium t-butoxide reagent' as evidenced by formation of t-buto
Aldehydes, ketones and epoxides give adducts with l-lithio-1-benzenesulfinyl-2-trimethylsilylethane which upon neutralization eliminate benzenesulfenic acid efficiently at 76'C to yield trans-3-(trimethylsilyl)allyl alcohols and trans-4-(trimethylsilyl)-3-alken-1-01s. 3-(Trimethylsilyl)allyl alcohol