The reactions of4+aloacetophenones, further substituted bye -halo or phenyl groups, with triphewlphosphine lead to isolable enol tripheqlphosphonium halides. 2,3 Cyclic &-haloketones, as typified by H-bromocyclohexanone, give the ketophosphonium ha1ide.h We have foundthat
Alkylation of enolate anions formation of enol ethers
โ Scribed by G. J. Heiszwolf; H. Kloosterziel
- Publisher
- Elsevier Science
- Year
- 2010
- Tongue
- English
- Weight
- 742 KB
- Volume
- 89
- Category
- Article
- ISSN
- 0165-0513
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๐ SIMILAR VOLUMES
While regiochemical aspects of enolate chemistry have been studied extensively, 1 virtually no attention has been paid until recently to geometry of the double bond of enolate anions.
## Abstract For Abstract see ChemInform Abstract in Full Text.
Oxidatkn of E-and Z-vinyl lithiums with silyl peroxides 5 affords silyl enol ethers 3 in good to excellent yield with retentton of configuration. This methodobgy represents a useful new procedure for the stereoand regbselective synthesis of ketone enolates.
The lithium enolate derived from benmmi&scetone ( 1) an be regiospecifically dkylated at Ct 1) and stereospecifically &fed in conjug8te feshion to cyclohexenone without resorting to protection of the free NH. Comparison is ma& with alkyiati~sof methyl hippur8t8. Several years ago&& and coworkers rep