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Chiral CO 2 -Synthons via Catalytic Asymmetric Hetero-Diels−Alder Reactions of Ketomalonate and Dienes
✍ Scribed by Yao, Sulan; Roberson, Mark; Reichel, Frank; Hazell, Rita G.; Jørgensen, Karl Anker
- Book ID
- 120448881
- Publisher
- American Chemical Society
- Year
- 1999
- Tongue
- English
- Weight
- 230 KB
- Volume
- 64
- Category
- Article
- ISSN
- 0022-3263
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Asymmetric hetero Diels-Alder reactions of Danishefsky's diene and glyoxylate esters catalyzed by bis(oxazoline)-metal complex afforded the corresponding aldol adduct which upon treatment with trifluoroacetic acid furnished the hetero Diels-Alder product in 72% enantiomeric excess and 70% isolated y
Asymmetric hetero-Diels-Alder reactions of glyoxylate esters and Danishefsky's diene catalyzed by various chiral bis(oxazoline)-lanthanide complexes afforded the corresponding aldol adducts, which upon treatment with trifluoroacetic acid, furnished the hetero-Diels-Alder product in up to 77% enantio
By varying the substituents on the nitrogen of enamide aldehydes, their reaction mode with Danishefsky's diene in the presence of Lewis acid catalysts can be controlled and the desired formal hetero-Diels-Alder products obtained. A new and efficient method to synthesize chiral binaphthyl ligands con