One-pot Heteroconjugate addition-diels-alder reactions and acetate-catalyzed aldol reactions of α-silyl nitriles
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Ruthenium Carbenes as Catalysts in stereoselective ene-yne Metathesis/Diels-Alder and ene-yne Metathesis/Diels-Alder/Cross coupling multicomponent reactions
An ene-yne cross metathesis of silyl substituted alkynes and alkenes followed by a Diels-Alder reaction of the metathesis product 2-silyl-1,3-dienes has been developed. The dienes thus prepared in situ were shown to participate in highly diastereoselective Diels-Alder reactions. In one case the silicon substituted Diels-Alder cycloadduct was subsequently used without isolation and purification ...
متن کاملFormal Diels-Alder reactions of chalcones and formylcyclopropanes catalyzed by chiral N-heterocyclic carbenes.
Highly enantioselective (formal) hetero-Diels-Alder reactions between chalcones and formylcyclopropanes are disclosed. The challenging N-heterocyclic carbene (NHC)-bounded enolate intermediates from formylcyclopropanes were captured for new C-C bond forming reactions. The reaction products were obtained with high diastereo- and enantioselectivities and could be easily transformed to optically p...
متن کاملAcetic acid aldol reactions in the presence of trimethylsilyl trifluoromethanesulfonate.
In the presence of TMSOTf and a trialkylamine base, acetic acid undergoes aldol addition to non-enolizable aldehydes under exceptionally mild conditions. Acidic workup yields the beta-hydroxy carboxylic acid. The reaction appears to proceed via a three-step, one-pot process, including in situ trimethylsilyl ester formation, bis-silyl ketene acetal formation, and TMSOTf-catalyzed Mukaiyama aldol...
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In the present work, the regioselectivity for a series of Diels–Alder reactions (4 reactions) has beenstudied using hardness, electrophilicity and polarizability of products.Furthermore,thermodynamicand kinetic calculations have been done. In all results predicted pararegioisomer is more favorableregioisomerinthese investigated reactions.All calculations have been done at the DFT-B3LYP/6-31G(d)...
متن کاملChiral copper(II) complexes as Lewis acids for catalyzed cycloaddition, carbonyl addition, and conjugate addition reactions*
Bis(oxazoline) copper(II) complexes 1±3 function as enantioselective Lewis acid catalysts for carbocyclic and hetero Diels±Alder, aldol, Michael, ene, and amination reactions with substrates capable of chelation. X-ray crystallography of the catalyst reveals a propensity for the formation of distorted square planar or square pyramidal complexes. The sense of asymmetric induction is identical fo...
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تاریخ انتشار 2016