Asymmetric Michael Addition Reactions Using Ethyl (S)-4,4-Dimethylpyroglutamate as a Chiral Auxiliary. -High levels of diastereoselection are achieved by the use of (I) as chiral auxiliary for α,β-unsaturated acid chlorides (II) in Michael conjugated addition with Grignard-derived organocopper reag
✦ LIBER ✦
ChemInform Abstract: (S)-Ethyl 4,4-Dimethyl Pyroglutamate as a New “Quat” Chiral Auxiliary in Aldol Condensations.
✍ Scribed by J. EZQUERRA; A. RUBIO; J. MARTIN; J. L. GARCIA NAVIO
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 29 KB
- Volume
- 28
- Category
- Article
- ISSN
- 0931-7597
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✦ Synopsis
The title pyroglutamate (II) is found to be an excellent auxiliary in stereoselective aldol reactions. Remarkably, the stereogenic center of (II) is not altered during all the transformations and (II) can be regenerated after the process in 70% yield. -(EZQUERRA, J.;
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