Enantio- and diastereocontrolled conversion of chiral epoxides to trans-cyclopropane carboxylates: application to the synthesis of cascarillic acid, grenadamide and l -(−)-CCG-II
| Autor: | Abhishek Dubey, Anand Harbindu, P. S. Anil Kumar |
|---|---|
| Rok vydání: | 2012 |
| Předmět: |
Cyclopropanes
Chemistry Cyclopropanation Stereochemistry Fatty Acids Organic Chemistry Stereoisomerism Improved method Chemistry Techniques Synthetic Amides Biochemistry High yielding Amino Acids Dicarboxylic Substrate Specificity Cyclopropane chemistry.chemical_compound Epoxy Compounds Organic chemistry Grenadamide Physical and Theoretical Chemistry |
| Zdroj: | Organic & Biomolecular Chemistry. 10:6987-6994 |
| ISSN: | 1477-0539 1477-0520 |
| Popis: | 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. |
| Databáze: | OpenAIRE |
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