Axially chiral biaryl diols catalyze highly enantioselective hetero-diels-alder reactions through hydrogen bonding

Journal of the American Chemical Society

Volumn 127, Issue 5, 2005, Pages 1336-1337

  Unni, Aditya K ^a   Takenaka, Norito ^a   Yamamoto, Hisashi ^a   Rawal, Viresh H ^a  

^a UNIVERSITY OF CHICAGO   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

1 AMINO 3 SILOXYBUTADIENE; 1,1 BIARYL 2,2 DIMETHANOL; 1,3 BUTADIENE; 4 FLUORO 3,5 DIETHYLPHENYL; 4 FLUORO 3,5 DIMETHYLPHENYL; ACROLEIN DERIVATIVE; ALDEHYDE; BENZALDEHYDE; BENZENE DERIVATIVE; KETONE; LEWIS ACID; LEWIS BASE; METHANOL DERIVATIVE; SOLVENT; UNCLASSIFIED DRUG;

ARTICLE; CARBONYLATION; CATALYSIS; CATALYST; CHEMICAL REACTION; CHIRALITY; CYCLOADDITION; ENANTIOSELECTIVITY; HYDROGEN BOND; STEREOSPECIFICITY;

EID: 13444265956     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja044076x     Document Type: Article

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38. The location of the H atoms in the hydrogen bonds is based on the residual electron density peaks in the difference Fourier map. In the absence of atoms heavier than O, these small residual peaks become more significant and are comparable in magnitude to that observed for the aromatic hydrogens, the positions of which are more certain.
39. The single-point activation (A) proposed here differs from two-point activation (B). The latter is the subject of the review in ref 3a. (Chemical Equation Presented)