A new divergent synthesis of DAF-12 ligands, namely D4- and D7-dafachronic acid, is described starting from the natural bile acid hyodeoxycholic acid. Homologation of the side chain followed by stereoselective reduction of the D24 olefinic linkage, 6a-dehydroxylation and C3-oxidation affords dafachronic acids in good yields and high diastereoselectivity making this approach easily accessible and scalable.
Divergent and stereoselective synthesis of dafachronic acids
GIOIELLO, ANTIMO;MACCHIARULO, Antonio;PELLICCIARI, Roberto
2011
Abstract
A new divergent synthesis of DAF-12 ligands, namely D4- and D7-dafachronic acid, is described starting from the natural bile acid hyodeoxycholic acid. Homologation of the side chain followed by stereoselective reduction of the D24 olefinic linkage, 6a-dehydroxylation and C3-oxidation affords dafachronic acids in good yields and high diastereoselectivity making this approach easily accessible and scalable.File in questo prodotto:
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