Enantio- and diastereocontrolled conversion of chiral epoxides to trans-cyclopropane carboxylates: application to the synthesis of cascarillic acid, grenadamide and L-(-)-CCG-II
Title | Enantio- and diastereocontrolled conversion of chiral epoxides to trans-cyclopropane carboxylates: application to the synthesis of cascarillic acid, grenadamide and L-(-)-CCG-II |
Publication Type | Journal Article |
Year of Publication | 2012 |
Authors | Kumar, P, Dubey, A, Harbindu, A |
Journal | Organic & Biomolecular Chemistry |
Volume | 10 |
Issue | 34 |
Pagination | 6987-6994 |
Date Published | JUL |
Type of Article | Article |
ISSN | 1477-0520 |
Abstract | An efficient high yielding improved method for the enantio- and diastereoselective cyclopropanation of chiral epoxides using triethylphosphonoacetate and base (Wadsworth-Emmons cyclopropanation) is reported. The utility of this protocol is illustrated by concise and practical synthesis of cascarillic acid, grenadamide and L-(-)-CCG-II, a cyclopropane containing natural products. |
DOI | 10.1039/c2ob25622c |
Type of Journal (Indian or Foreign) | Foreign |
Impact Factor (IF) | 3.568 |
Divison category:
Organic Chemistry