Organosulphur compounds : XLVII Alkylation of sulphinic acids by o-alkylisoureas: o-versus s-reactivity and asymmetric synthesis of alkyl sulphinates
✍ Scribed by Piotr Kiełbasiński; Remigiusz Żurawiński; Jozef Orabowicz; Marian Mikołajczyk
- Book ID
- 104205146
- Publisher
- Elsevier Science
- Year
- 1988
- Tongue
- French
- Weight
- 557 KB
- Volume
- 44
- Category
- Article
- ISSN
- 0040-4020
No coin nor oath required. For personal study only.
✦ Synopsis
The reaction of O-alkylisoureas with sulphinic acids was found to produce the corresponding sulphones and sulphinates, the latter being predominantly formed. The sulphinate to sulphone ratio is strongly influenced by the kind of alkyl groups in the 0-alkylisourea and appeared to be also dependent on the solvent used. A few optically active sulphinates (e-e. up to 8.1%) were prepared in the reaction between benzenesulphinic acid and a series of O-alkylisoureas bearing optically active substituents at the nitrogen atom. A possible reaction mechanism is discussed.