Stereoselective Enol Tosylation: Preparation of Trisubstituted α,β-Unsaturated Esters
✍ Scribed by Baxter, Jenny M.; Steinhuebel, Dietrich; Palucki, Michael; Davies, Ian W.
- Book ID
- 115544423
- Publisher
- American Chemical Society
- Year
- 2005
- Tongue
- English
- Weight
- 161 KB
- Volume
- 7
- Category
- Article
- ISSN
- 1523-7060
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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)
Ethyl a-phenylchalcogeno a,b-unsaturated esters were prepared in a stereoselective manner by the reaction of ethyl propiolates with organocuprates, followed by the reaction with the appropriate electrophilic organosulfur, organoselenium or organotellurium source.