The preparation and reactions of enolate anions derived from α,β-unsaturated esters
✍ Scribed by Michael W. Rathke; Donald Sullivan
- Publisher
- Elsevier Science
- Year
- 1972
- Tongue
- French
- Weight
- 107 KB
- Volume
- 13
- Category
- Article
- ISSN
- 0040-4039
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📜 SIMILAR VOLUMES
Under a proper reaction condition, simple ester enolates add to d,e-unsaturated esters highly stereoselectively to give erythro or threoglutarates. Previously, we have shown that lithium enolates derived from simple monoesters react with fi,p-unsaturated esters to give glutarates in high yiela. 1)
The chiral α-bromo α,β-unsaturated esters 3 and 9 are react with the kinetic lithium dienolates of enone 10 to give functionalized tricyclo[3.2.1.0 2,7 ]octanes 11. Esters 3 give one prepared by asymmetric Sharpless dihydroxylation (AD) of 5 and from ester 7 and the chiral diols 8 by transacetalizat
## Abstract For Abstract see ChemInform Abstract in Full Text.
A series of chiral propargylic alcohols with high enantiomeric excess was prepared by asymmetric dihydroxylation of a,b-unsaturated esters, conversion of the diols to 4-(chloromethyl)-1,3-dioxolane intermediates, and base-induced elimination.