Catalytic enantioselective Nozaki-Hiyama allylation reaction with tethered bis(8-quinolinolato) (TBOx) chromium complex

Journal of the American Chemical Society

Volumn 128, Issue 8, 2006, Pages 2554-2555

  Xia, Guoyao ^a   Yamamoto, Hisashi ^a  

^a UNIVERSITY OF CHICAGO   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

8 QUINOLINOL DERIVATIVE; ALDEHYDE DERIVATIVE; ALLYL COMPOUND; BIS(8 QUINOLINOLATO)CHROMIUM COMPLEX; BROMIDE; CHROMIUM DERIVATIVE; ORGANOMETALLIC COMPOUND; UNCLASSIFIED DRUG;

ALLYLATION; ARTICLE; ASYMMETRIC CATALYSIS; CATALYST; CHIRAL CHROMATOGRAPHY; ENANTIOSELECTIVITY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; NOZAKI HIYAMA REACTION; OXIDATION REDUCTION REACTION; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 33644641498     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja058454p     Document Type: Article

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32. 11CHO).
33. 3 and 30 mol % chiral ligand) and ref 3m (5 mol % CrCb and 10 mol % chiral ligand) in comparison to entry I in Table 1 (0.5 mol % TBOxCr(III)Cl).
34. For example, ref 3m (2.3:1 ratio favoring anti-product with 91% ee for the anti form and 95% ee for the syn form) in comparison to entries 1 and 2 in Table 2.
35. The reaction proceeds through cis-β chromium complex via the possible transition structures shown below. (Diagram presented)