학술논문
An efficient synthesis of pregaliellalactone and desoxygaliellalactone.
Document Type
Article
Source
Subject
*LACTONES
*ORGANIC synthesis
*ADDITION reactions
*PALLADIUM catalysts
*RING formation (Chemistry)
*DIELS-Alder reaction
*INTERMEDIATES (Chemistry)
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Language
ISSN
0040-4039
Abstract
Abstract: A short and efficient total synthesis of rac-desoxygaliellalactone and (+)-desoxygaliellalactone, via the biosynthetic intermediate pregaliellalactone, is described. The synthesis was achieved in only three steps, for (+)-desoxygaliellalactone including an enantioselective alkyl propiolate addition to 4-pentenal, a palladium catalysed alkylative lactonisation and an intramolecular Diels–Alder cycloaddition. [Copyright &y& Elsevier]