Purkayastha, Makhan L. ; Chandrasekharam, Malapaka ; Vishwakarma, Jai N. ; Ila, Hiriyakkanavar ; Junjappa, Hiriyakkanavar (1993) Synthesis of α-oxoketene O-alkyl/aryl, S-alkyl acetals Synthesis, 1993 (2). pp. 245-249. ISSN 0039-7881
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Official URL: https://www.thieme-connect.com/ejournals/abstract/...
Related URL: http://dx.doi.org/10.1055/s-1993-25841
Abstract
The synthesis of acylketene O,S-dialkyl acetals 2a-p and acylketene O-aryl S-alkyl acetals 6a-i is described. The compounds 2a-n are obtained by base-catalyzed alkylation of the respective β-oxo thiono esters 4a-n prepared by alkoxythiocarbonylation of active methylene ketones in the presence of sodium tert-butoxide. The corresponding O-dodecanyl 2o, O-benzyl 2p and O-aryl, S-methyl 6a-i acetals are synthesized via base-catalyzed displacement of the sulfonium salts 5a-b with the corresponding alkanol or phenol.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Thieme Medical Publishers Inc. |
| ID Code: | 24087 |
| Deposited On: | 29 Nov 2010 10:28 |
| Last Modified: | 22 Feb 2011 05:17 |
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