Co-catalyzed two-stereocentered hydrolytic kinetic resolution: application to the synthesis of yashabushidiols A and B and the lactone unit of compactin and mevinolin
| Title | Co-catalyzed two-stereocentered hydrolytic kinetic resolution: application to the synthesis of yashabushidiols A and B and the lactone unit of compactin and mevinolin |
| Publication Type | Journal Article |
| Year of Publication | 2015 |
| Authors | Gadakh, SK, Sudalai, A |
| Journal | Tetrahedron-Asymmetry |
| Volume | 26 |
| Issue | 2-3 |
| Pagination | 118-123 |
| Date Published | FEB |
| ISSN | 0957-4166 |
| Abstract | A short and efficient enantioselective synthesis of yashabushidiols A and B and the beta-hydroxy-delta-lactone moiety of compactin and mevinolin with high enantiomeric purity (98% ee) is described starting from commercially available materials. The strategy mainly comprises of iodine-induced intramolecular electrophilic addition of a carbonate occurring in a highly diastereoselective fashion and the Co-catalyzed two-stereocentered hydrolytic kinetic resolution of a functionalized epoxide as the chiral inducing step. (C) 2014 Elsevier Ltd. All rights reserved. |
| DOI | 10.1016/j.tetasy.2014.12.006 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 2.108 |
Divison category:
Chemical Engineering & Process Development