6533b7d1fe1ef96bd125d972
RESEARCH PRODUCT
Stereoselective Synthesis of (+)-Boronolide
Santiago RodriguezBeatriz SegoviaMiguel CardaJ. Alberto Marcosubject
chemistry.chemical_classificationLamiaceaePlants MedicinalMolecular StructureStereochemistryOrganic ChemistryEnantioselective synthesisTotal synthesisStereoisomerismMetathesisChemical synthesisAldehydeLactonesEnantiopure drugchemistryCyclizationMadagascarCombinatorial Chemistry TechniquesAldol condensationEnantiomerTetrosesNuclear Magnetic Resonance Biomoleculardescription
The delta-lactone boronolide (+)-1, a pharmacologically active, naturally occurring product, has been synthesized in enantiopure form with L-erythrulose as the chiral starting material. The key steps of the synthesis were a highly stereoselective aldol-reduction one-pot sequence, an indium-mediated diastereoselective aldehyde allylation, and a ring-closing metathesis.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2002-08-31 | The Journal of Organic Chemistry |