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Volumn 16, Issue 47, 2010, Pages 13935-13940

Nonlinear effects in asymmetric amino acid catalysis by multiple interconnected stereoselective catalytic networks

Author keywords

amino acids; asymmetric catalysis; density functional calculations; enantioselectivity; nonlinear effects

Indexed keywords

ACID CATALYSIS; ASYMMETRIC CATALYSIS; CATALYTIC NETWORKS; DENSITY-FUNCTIONAL CALCULATIONS; HOMOGENEOUS CONDITIONS; NONLINEAR EFFECT; STEREO-SELECTIVE;

EID: 78650288426     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.201002249     Document Type: Article
Times cited : (7)

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    • note
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    • note
    • HRMS analysis determined the presence of oxazolidinone intermediates III i and II i, respectively, to be present in this reaction (see ref. [14]). Moreover, the addition of aldehyde product 4 b (99 % ee) to the racemic proline-catalyzed α-aminooxylation of ketone 3 a gave 4 a with 19 % ee. In comparison, the addition of aldehyde 2 a (99 % ee) enabled racemic proline to catalyze the α-aminooxylation of ketone 3 a to give 4 a with 66 % ee (see ref. [13]).


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