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.;
ChemInform Abstract: Asymmetric Michael Addition Reactions Using Ethyl (S)-4,4-Dimethylpyroglutamate as a Chiral Auxiliary.
β Scribed by Jesus Ezquerra; Lourdes Prieto; Carmen Avendano; Jose Luis Martos; Elena de la Cuesta
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 32 KB
- Volume
- 30
- Category
- Article
- ISSN
- 0931-7597
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β¦ Synopsis
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 Ξ±,Ξ²-unsaturated acid chlorides (II) in Michael conjugated addition with Grignard-derived organocopper reagents. The resulting Michael adducts (V) are hydrolyzed under basic conditions yielding the corresponding Ξ²-substituted carboxylic acids (VI).
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## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a βFull Textβ option. The original article is trackable v
## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a βFull Textβ option. The original article is trackable v