Enantioselective Synthesis of 2-Aryl-4-piperidones via Rhodium/Phosphoramidite-Catalyzed Conjugate Addition of Arylboroxines.
نویسندگان
چکیده
منابع مشابه
Catalytic enantioselective conjugate addition of dialkylzinc reagents to N-substituted-2,3-dehydro-4-piperidones.
The first, highly enantioselective, copper/phosphoramidite-catalyzed conjugate addition of dialkylzinc reagents to N-substituted 2,3-dehydro-4-piperidones is described.
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Conjugate addition (1,4-addition) of carbon nucleophiles to a; b-unsaturated compounds is one of the most important carbon–carbon bond-forming strategies in synthetic organic chemistry [1]. The versatility of the conjugate addition is mainly due to the large variety of nucleophiles (organometallic reagents, Michael donors, other carbanions) and acceptors (a; b-unsaturated aldehydes, ketones, ni...
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A Michael addition reaction of cyclic ketones and piperidones to a vinyl phosphonate is described. The reaction, catalyzed by chiral diamines, produced geminal γ-oxobisphosphonates in high yields (up to 92%) and very high ees (up to >99%). Disubstituted ketones gave drs of up to 8 : 92. The synthesis and characterization of several new compounds with potential biological activity is described.
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Catalytic tandem conjugate addition-enolate trapping represents an effective strategy for the design of catalytic transformations that enable formation of multiple C-C bonds. Recently, using enantioselective rhodium-catalyzed conjugate addition methodology, we developed a catalytic tandem conjugate addition-aldol cyclization of keto-enones. Here, we report related desymmetrizations and parallel...
متن کاملCatalytic enantioselective synthesis of 2-aryl-chromenes.
An enantioselective Pd-catalyzed 6-endo-trig reaction for the synthesis of 2-aryl-chromenes has been developed. A systematic optimization of a TADDOL-derived ligand set resulted in the identification of a novel monodentate phosphoramidite-palladium catalyst that accesses 2-aryl-2H-chromenes with high yield and enantioselectivity under mild conditions. The products obtained from this method can ...
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ژورنال
عنوان ژورنال: ChemInform
سال: 2005
ISSN: 0931-7597,1522-2667
DOI: 10.1002/chin.200544164