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https://www.um.edu.mt/library/oar/handle/123456789/24882| Title: | A Michael route to acetals and thioacetals : preparation of acetals (thioacetals) of 2-sulfonylacetaldehyde from alkynyl and other unsaturated aryl sulfones |
| Authors: | Cossu, Sergio De Lucchi, Ottorino Fabris, Fabrizio Ballini, Roberto Bosica, Giovanna |
| Keywords: | Nucleophilic reactions Asymmetric synthesis |
| Issue Date: | 1996 |
| Publisher: | Georg Thieme Verlag |
| Citation: | Cossu, S., De Lucchi, O., Fabris, F., Ballini, R., & Bosica, G. (1996). A Michael route to acetals and thioacetals: preparation of acetals (thioacetals) of 2-sulfonylacetaldehyde from alkynyl and other unsaturated aryl sulfones. Synthesis, 12, 1481-1484. |
| Abstract: | A simple protocol for the direct transformation of arylsulfonylalkynes 1, (Z)- and (E)-1,2-bis(phenylsulfonyl)ethylene (2), and (E)-1-chloro-2-phenylsulfonylethylene (3) into the acetals or thioacetals of acetyl sulfones is presented. It engages the NaH-catalyzed reaction of an alcohol or a thiol with 1-3 at room temperature for 2-12 hours. Emphasis is given to enantiopure C 2 symmetric diols for the production of chiral building blocks to be used in asymmetric synthesis. |
| URI: | https://www.um.edu.mt/library/oar//handle/123456789/24882 |
| Appears in Collections: | Scholarly Works - FacSciChe |
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|---|---|---|---|---|
| cossu1996.pdf Restricted Access | 278.22 kB | Adobe PDF | View/Open Request a copy |
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