Synthetic Studies on Arglabin Diene; An Alleged Precursor to Arteminolides

Sohn, Jae Hak

doi:10.5012/bkcs.2012.33.1.289

Cited by 2 publications

(2 citation statements)

References 22 publications

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“…The authors have also carried out the reaction in pure acetic acid and obtained the acetate 1021 in 32% yield. The latter recipe has been applied as a step in the synthesis of iso-seco-tanapartholides, 455 arteminolides, 456 (+)-absinthin, 457 while Metz et al transformed 6-epi-β-santonin into the isomeric tricyclic cyclopentenone 1022 during an enantioselective synthesis of 3α-hydroxy-15-ripperten. 458 Ghanem et al achieved the photochemical rearrangement of colchicine to lumicolchicine 1023 under acidic conditions and found that the yield and the rate constant were affected by the irradiation wavelength, solvent, acidity, and ionic strength (Scheme 248).…”

Section: Chiral Carbonyl-based Compoundsmentioning

confidence: 99%

Section: Functionalization Of Chiral Building Blocksmentioning

confidence: 99%

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Synthesis of Chiral Cyclopentenones

et al. 2016

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The cyclopentenone unit is a very powerful synthon for the synthesis of a variety of bioactive target molecules. This is due to the broad diversity of chemical modifications available for the enone structural motif. In particular, chiral cyclopentenones are important precursors in the asymmetric synthesis of target chiral molecules. This Review provides an overview of reported methods for enantioselective and asymmetric syntheses of cyclopentenones, including chemical and enzymatic resolution, asymmetric synthesis via Pauson-Khand reaction, Nazarov cyclization and organocatalyzed reactions, asymmetric functionalization of the existing cyclopentenone unit, and functionalization of chiral building blocks.

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