4.4 Article

Synthesis of (±)-Protoconstipatic acid methyl ester

Journal

TETRAHEDRON
Volume 145, Issue -, Pages -

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2023.133620

Keywords

Protoconstipatic acid methyl ester; Dimethyl itaconate-anthracene adduct; Tandem aldol-lactonization

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Protoconstipatic acid methyl ester was synthesized from a readily available compound. The reaction involved tandem aldol-lactonization, isomerization, and pyrolysis, resulting in an overall yield of 23%.
Protoconstipatic acid methyl ester was synthesized from the readily available dimethyl itaconate-anthracene adduct as a building block; reacted with the novel protected hydroxy aldehyde via tandem aldol-lactonization, isomerization and pyrolysis, respectively, producing 23% overall yield.

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