Racemization of sulphoxides in acetic anhydride catalyzed by Lewis acids
โ Scribed by Ernst Jonsson
- Book ID
- 104241037
- Publisher
- Elsevier Science
- Year
- 1967
- Tongue
- French
- Weight
- 187 KB
- Volume
- 8
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
Eany reactions with dimethyl sulphoxide in acidic medium or acetic anhydride proceed by way of an acyloxy-or alkoxysulphonium ion. Examples are Kornblum oxidation of halogenides, tosglates and alcohols (l), pummerer rearrangements (2) and thiomethoxymethylation of phenols (3).
๐ SIMILAR VOLUMES
Aldol reaction of aldehydes with difluomketene ethyl trimethylsilyl acetal (1) in the presence of a substoichiometric amount of chiral Lewis acid 2 or 3 provides the corresponding ~,a-difluom hydroxy esters 4-12 with high enantioselectivitles (up to 98% ee). Reaction temperature has a great influenc
TaCI s and TaClfSilica gel have been effectively used as Lewis acid catalysts for acetylation of alcohols. Also TaClfClairal ligands have been used for kinetic resolution of 2 ยฐ alcohols albeit in low ees.