Abstract
An efficient deprotection of N-p-toluenesulfinyl group of β-branched Baylis-Hillman adducts has been developed by using Amberlite IR-120 (plus) ion-exchange resin in methanol solution at room temperature. Good to quantitative yields have been obtained for six examples. No racemization was detected under the mild conditions. This new method provides a simultaneous deprotection/purification, which has the great advantage over the solution phase deprotection technique of simplicity of work-up. (C) 2000 Elsevier Science Ltd.
| Original language | English |
|---|---|
| Pages (from-to) | 719-723 |
| Number of pages | 5 |
| Journal | Tetrahedron |
| Volume | 56 |
| Issue number | 5 |
| DOIs | |
| State | Published - Jan 28 2000 |
Keywords
- Amberlite IR-120 (plus) resin
- Baylis-Hillman adducts
- N-p-toluenesulfinyl cleavage
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Li, G., Kim, S. H., & Wei, H. X. (2000). Highly efficient deprotection of N-p-toluenesulfinyl group of β- branched Baylis-Hillman adducts by using amberlite IR-120 (plus) ion-exchange resin. Tetrahedron, 56(5), 719-723. https://doi.org/10.1016/S0040-4020(99)01064-9