Topic
Wieland–Miescher ketone
About: Wieland–Miescher ketone is a research topic. Over the lifetime, 88 publications have been published within this topic receiving 938 citations. The topic is also known as: 8a-Methyl-3,4,7,8-tetrahydro-2H-naphthalene-1,6-dione.
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TL;DR: Enantiomerically pure 15-deoxoclerocidin (14), 15-dihydro-12-O-formyl-15,20-tetrahydroclerocidins (18) were synthesized from a methyl-substituted Wieland Miescher ketone as mentioned in this paper.
Abstract: Enantiomerically pure 15-deoxoclerocidin (14), 15-dihydro-12-O-formylclerocidin (19) and 12-O-formyl-15,20-tetrahydroclerocidin (18) were synthesized from a methyl-substituted Wieland Miescher ketone (3).
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NIIT1
TL;DR: L-Proline is a suitable catalyst for the efficient and highly enantioselective intramolecular aldol condensation of triketone (I) in an ionic liquid to give the title compound (II) as discussed by the authors.
Abstract: L-Proline is found to be a suitable catalyst for the efficient and highly enantioselective intramolecular aldol condensation of triketone (I) in an ionic liquid to give the title compound (II).
TL;DR: In this paper, the structure of Wieland-Miescher ketone has been determined by X-ray crystallography after transformation of 5 into sultamamide 8a.2.
Abstract: Enolate of Wieland-Miescher ketone 1 has reacted with methyl acrylate to give methyl (1S*,2S*,4R*,6S*)-6-methyltricyclo[6.2.2.0 1,6]-dodecan-7, 12-dion-2-carboxylate 5 whose structure has been determined by X-ray crystallography after transformation of 5 into sultamamide 8a.
TL;DR: In this article, an efficient and highly stereocontrolled preparation of Wieland-Miescher-type diketones is described, based on a diastereoselective Diels-Alder reaction using a new enantiomerically pure sulfinylquinone.
Abstract: An efficient and highly stereocontrolled preparation, on a large scale, of two new Wieland-Miescher-type diketones is described. The approach centers on a diastereoselective Diels-Alder reaction using a new enantiomerically pure sulfinylquinone. Mechanistic investigations of this cycloaddition on several dienes are described.