Homochiral 4-hydroxy-5-hexenoic acids and their derivatives and homologues from carbohydrates

Add time:08/02/2019    Source:sciencedirect.com

Efficient routes to chiral 4-hydroxy-5-hexenoic acids and lactones from d-gluconic acid-δ-lactone and l-mannonic acid-γ-lactone are described. In this approach, the starting lactones are converted to 2,6-dibromo compounds that readily undergo zinc mediated elimination to generate the terminal alkene group in concert with 2-deoxygenation. The integrity of the remaining stereocenters is preserved during the reaction. The related important pharmaceutical intermediates (S)-3-hydroxy-4-pentenoic acid and (S)-1,3-dihydroxy-4-pentene were also prepared from 2-deoxyribose via the corresponding aldonolactone.

We also recommend Trading Suppliers and Manufacturers of mannonic acid 1,4-lactone (cas 10366-82-2). Pls Click Website Link as below: cas 10366-82-2 suppliers

Prev:The direct synthesis of 6-amino-6-deoxyaldonic acids as monomers for the preparation of polyhydroxylated nylon 6
Next:On the electrochemistry of 2,4,6-TRIPHENYLNITROBENZENE (cas 10368-47-5) and related compounds)