Convenient procedure of Horner–Wadsworth–Emmons olefination for the synthesis of simple and functionalized α,β-unsaturated nitriles
✍ Scribed by Alessandra Lattanzi; Liliana R. Orelli; Patrizia Barone; Antonio Massa; Patrizia Iannece; Arrigo Scettri
- Publisher
- Elsevier Science
- Year
- 2003
- Tongue
- French
- Weight
- 799 KB
- Volume
- 44
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
A mild and practical procedure of Horner-Wadsworth-Emmons olefination promoted by lithium hydroxide and a-cyano phosphonates has been set up for the synthesis of a,b-unsaturated nitriles. The reaction conditions are tolerated by functionalized ketones and the exclusive formation of E-g-hydroxy a,b-unsaturated nitriles has been observed.
📜 SIMILAR VOLUMES
The enantioselective Horner-Wadsworth-Emmons reaction of 2-fluoro-2-diethylphosphonoacetates with s-symmetric prochiral 2-substituted-1,3-dioxan-5-ones and 4-substituted-cyclohexanones was investigated by employing Sn(OSO 2 CF 3 ) 2 and N-ethylpiperidine in the presence of an external chiral ligand,