A novel bicyclic orthoester as a chiral auxiliary: Application to the synthesis of α-hydroxy acids

Chiral α-keto orthoesters derived from tartaric acid can be reduced diastereoselectively. Hydrolysis affords optically active α-hydroxy acids and the recovered auxiliary. Chiral α-keto orthoesters derived from tartaric acid can be reduced diastereoselectively. Hydrolysis affords optically active α-h...

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Bibliographic Details
Published in:Tetrahedron letters 1995-03, Vol.36 (11), p.1827-1830
Main Authors: Dubé, D., Deschênes, D., Tweddell, J., Gagnon, H., Carlini, R.
Format: Article
Language:English
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Summary:Chiral α-keto orthoesters derived from tartaric acid can be reduced diastereoselectively. Hydrolysis affords optically active α-hydroxy acids and the recovered auxiliary. Chiral α-keto orthoesters derived from tartaric acid can be reduced diastereoselectively. Hydrolysis affords optically active α-hydroxy acids and the recovered auxiliary.
ISSN:0040-4039
1873-3581
DOI:10.1016/0040-4039(95)00154-5