Related Products of 112068-01-6, The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.112068-01-6, Name is (S)-Diphenyl(pyrrolidin-2-yl)methanol, molecular formula is C17H19NO. In a Article,once mentioned of 112068-01-6
In search of diamine analogs of the alpha,alpha-diphenyl prolinol privileged chiral organocatalyst. Synthesis of diamine derivatives of alpha,alpha-diphenyl-(S)-prolinol and their application as organocatalysts in the asymmetric Michael and Mannich reactions
This paper describes improved reaction conditions for the substitution of the hydroxyl group in (S)-diphenyl(pyrrolidin-2-yl)methanol by the azide group, which was then reduced to the diamine derivative. We examined two protecting groups (N-Bn and N-Boc) on the pyrrolidine nitrogen in order to functionalize the primary amino group into various amide, alkylated amine, sulfonamide, thiourea and triazole derivatives. Notably, carefully controlled conditions were required to generate the desired derivatives from the sterically hindered benzhydrylamine moiety. Unexpectedly, upon removal of the N-protecting group in derivatives containing electrophilic polar double bonds (C=S, C=O) cyclization took place, affording products such as amidines. The target compounds were evaluated as bifunctional organocatalysts in the asymmetric Michael and Mannich addition reactions. (S)-2-(Azidodiphenylmethyl)pyrrolidine (S)-7 was identified as the most efficient organocatalyst among the various diamine derivatives of alpha,alpha-diphenyl-(S)-prolinol prepared in this work.
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Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI