Copper(I)-Fesulphos Lewis Acid Catalysts for Enantioselective Mannich-Type Reaction of N-Sulfonyl Imines.
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چکیده
منابع مشابه
Brønsted acid-catalyzed Mannich reaction through dual activation of aldehydes and N-Boc-imines.
In the presence of a Brønsted acid catalyst, both aldehydes and N-Boc-aminals were converted to enecarbamates and N-Boc-iminium salts as activated nucleophiles and electrophiles, respectively, giving unprecedented Mannich adducts. The asymmetric variant of the present Mannich reaction has also been demonstrated with a chiral phosphoric acid catalyst.
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Two types of general and practical enantioselective catalysts, namely, bimetallic complexes and Lewis acid-Lewis base bifunctional catalysts were developed based on the concept of multifunctional catalysis. In the first part of this review, the first example of a catalytic enatioselective nitro-Mannich reaction as well as a direct catalytic enantioselective aldol reaction of 2-hydroxyacetopheno...
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The asymmetric nitro-Mannich reaction of N-phosphoryl imines with α-substituted nitroacetates was performed by using cinchona alkaloid thioureas as organocatalysts in toluene at -20 °C. The present method was highly tolerable to functionalized N-phosphoryl imines and provided a reliable synthetic route to obtain the corresponding β-nitro ethylphosphoramidates with adjacent quaternary and tertia...
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An enantioselective Brønsted acid catalyzed Mannich reaction between acetophenone derived enamines and N-Boc imines has been developed. Simple diol (S)-H(8)-BINOL has been identified as the optimal catalyst, to afford versatile beta-amino aryl ketones in good yield and enantiomeric excess.
متن کاملCopper-catalyzed enantioselective 1,4-addition of alkyl groups to N-sulfonyl imines.
In copper(I)/phosphoramidite-catalyzed asymmetric 1,4-additions of dialkylzinc, N-sulfonyl imines are more reactive and furnish higher enantiomeric excesses than the respective cycloalk-2-enones. This enables formation of a quaternary stereocenter as well as a cis-selective addition to an imine derived from 5-methylcyclohex-2-enone. The 1,4-adducts can be transformed in stereodivergent reductio...
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ژورنال
عنوان ژورنال: ChemInform
سال: 2006
ISSN: 0931-7597,1522-2667
DOI: 10.1002/chin.200646097