Cooperative dual catalysis: Application to the highly enantioselective conjugate cyanation of unsaturated imides

Journal of the American Chemical Society

Volumn 126, Issue 32, 2004, Pages 9928-9929

  Sammis, Glenn M ^a   Danjo, Hiroshi ^a   Jacobsen, Eric N ^a  

^a HARVARD UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

IMIDE; LANTHANIDE;

ADDITION REACTION; ARTICLE; CATALYSIS; CHIRALITY; COMPLEX FORMATION; CONCEPT FORMATION; CONJUGATION; ENANTIOSELECTIVITY; ENZYME MECHANISM; METAL BINDING; REACTION ANALYSIS; REACTION OPTIMIZATION;

ALUMINUM COMPOUNDS; CATALYSIS; CHLORIDES; ETHYLENEDIAMINES; HYDROGEN CYANIDE; IMIDES; LANTHANOID SERIES ELEMENTS; ORGANOMETALLIC COMPOUNDS; STEREOISOMERISM;

EID: 4043107667     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja046653n     Document Type: Article

References (24)

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16. Very recently, Lectka has exploited this principle successfully in the context of nucleophilic catalysis: Wack, H.; France, S.; Hafez, A. M.; Drury, W. J., III; Weatherwax, A.; Lectka, T. J. Org. Chem. 2004, 69, 4531-4533.
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22. The same catalyst system has been applied successfully to the enantioselective hydrocyanation of hydrazones: Keith, J. M.; Jacobsen, E. N. Org. Lett, 2004, 6, 153-155. The role of Ianthanide catalyst in this reaction has not yet been elucidated.
23. 3 ratios of 1.2-2.0 were employed with no observable effect on ee or yield. Full experimental details and additional substrate entries are provided in Supporting Information.
24. 2O complex 1b is expressed here in terms of total metal concentration.