1122-24-3Relevant articles and documents
α-Branched Ketone Dienolates: Base-Catalysed Generation and Regio- and Enantioselective Addition Reactions
Urruzuno, I?aki,Mugica, Odei,Zanella, Giovanna,Vera, Silvia,Gómez-Bengoa, Enrique,Oiarbide, Mikel,Palomo, Claudio
supporting information, p. 9701 - 9709 (2019/07/12)
In this study, the unique capacity of bifunctional Br?nsted bases to generate α-branched ketone dienolates and control both site- and stereoselectivity of their addition reactions to representative classes of carbon electrophiles (i.e., vinyl sulfones, nitroolefins, formaldehyde) is documented. We demonstrate that by using selected chiral tertiary amine/squaramide catalysts, the reactions of β,γ-unsaturated cycloalkanones proceed through the dienolate Cα almost exclusively and provide all-carbon quaternary cyclic ketone adducts in good yields with very high enantioselectivities. A minor amount (5 %) of γ-addition is observed when nitroolefins are used as electrophiles. The parent acyclic ketone dienolates proved to be less reactive under these conditions, and thus still constitute a challenging class of substrates. Quantum chemical calculations correctly predict these differences in reactivity and explain the observed site-specificity and enantioselectivity.
Gold-catalyzed synthesis of substituted tetrahydronaphthalenes
Grise, Christiane M.,Barriault, Louis
, p. 5905 - 5908 (2007/10/03)
(Diagram presented) We report a gold-catalyzed benzannulation of 3-hydroxy-1,5-enynes to generate tetrahydronaphthalenes. This mild process proves to be an effective method to synthesize various metasubstituted aromatic rings in good yields.
Azepine derivatives useful as nitric oxide synthase inhibitors
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, (2008/06/13)
The current invention discloses azepine derivatives useful as nitric oxide synthase inhibitors.
