Enantioselective alkylations of tributyltin enolates catalyzed by Cr(salen)CI: Access to enantiomerically enriched all-carbon quaternary centers

Journal of the American Chemical Society

Volumn 127, Issue 1, 2005, Pages 62-63

  Doyle, Abigail G ^a   Jacobsen, Eric N ^a  

^a HARVARD UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALLYL COMPOUND; BENZYL BROMIDE; CHROMIUM DERIVATIVE; CYCLOHEXENE DERIVATIVE; FUNCTIONAL GROUP; INORGANIC COMPOUND; TRIBUTYLTIN;

ALKYLATION; ARTICLE; ASYMMETRIC CATALYSIS; CATALYST; ENANTIOMER; ENANTIOSELECTIVITY; REACTION ANALYSIS; STRUCTURE ANALYSIS; SUBSTITUTION REACTION; TEMPERATURE DEPENDENCE;

ALKENES; ALKYLATION; CATALYSIS; CHROMIUM; ETHYLENEDIAMINES; KETONES; ORGANOMETALLIC COMPOUNDS; STEREOISOMERISM; TRIALKYLTIN COMPOUNDS;

EID: 11844283363     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja043601p     Document Type: Article

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30. See Supporting Information for details.
31. For example, in chlorobenzene at -40 °C, 2-benzyl cyclohexanone was obtained in 83% yield and 53% ee, and 2-allyl cyclohexanone was obtained in 60% yield and 46% ee.
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35. Product Sh could not be accessed by the alternative approach involving alkylation of 4b with ethyl iodide.