Enolate bromination in 2-acyl-1,3-dithiane 1-oxides
โ Scribed by Philip C Bulman Page; Michael J McKenzie; Steven M Allin; Eric W Collington; Robin A.E Carr
- Book ID
- 107857448
- Publisher
- Elsevier Science
- Year
- 1995
- Tongue
- French
- Weight
- 605 KB
- Volume
- 51
- Category
- Article
- ISSN
- 0040-4020
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๐ SIMILAR VOLUMES
The axial preference shown by the S.0 bond of thiane-l-oxide is well established' and Harpp and Gleason2 showed recently that this preference is exhibited in 1,2-dithiane-l-oxide also. Current interest3 in the effect of heteroatom X on the orientation of R in rings of type 1 prompted us to examine s
A mild method for cleaving 1,3-diketones is described. The products are 2-acyldithianes and these R-Csynthons can be alkylated under mildly basic conditions. Acetylacetone (1) reacted with propane-1,3-dithio tosylate (2) in methanol to give 2-acetyl-1,3-dithiane + (3) (82%), whose 'H-n.m.r. spectrum
Lithium enolates of oxygenated acyl-dithiane undergo unexpected regiospecific reactions with electrophiles. Reaction of aldehydes with oxygenated acyl-dithiane leads to the formation of the corresponding monosubstituted b-hydroxy-acyl-dithiane.