The Matteson homologation with vinyl nucleophiles can be combined with the zinc-chelated ester enolate Claisen rearrangement to obtain highly functionalized unusual amino acids. The substitution pattern of the side chain can be determined by vari...
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Photocatalyzed Synthesis of 3‐Substituted Phthalides: A Key Access to (±)‐Herbaric Acid
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Herein, we investigated a new organophotocatalyzed protocol enabling the preparation of 3-substituted phthalides. From this work, the 1,2,3,5-Tetrakis(carbazol-9-yl)-4,6-dicyanobenzene (4CzIPN) turned out to be a particularly efficient organophotocatalyst to promote lactone formation under visible-light irradiation within 6 h. Ultimately, it was found that this protocol could enable the formation of racemic herbaric acid.
Abstract
An efficient organophotocatalyzed protocol was developed for the preparation of 3-substituted phthalides. The presented transformation was performed under particularly mild conditions within 6 h and was ultimately applied to a precursor of the herbaric acid.
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