0000000000165789

AUTHOR

Beatriz Segovia

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Stereoselective Synthesis of (+)-Boronolide

2002

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.

chemistry.chemical_classificationLamiaceaePlants MedicinalMolecular StructureStereochemistryOrganic ChemistryEnantioselective synthesisTotal synthesisStereoisomerismMetathesisChemical synthesisAldehydeLactonesEnantiopure drugchemistryCyclizationMadagascarCombinatorial Chemistry TechniquesAldol condensationEnantiomerTetrosesNuclear Magnetic Resonance BiomolecularThe Journal of Organic Chemistry
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