Hydrogen bond catalyzed direct reductive amination of ketones

Organic Letters

Volumn 8, Issue 4, 2006, Pages 741-744

  Menche, Dirk ^a   Hassfeld, Jorma ^a   Li, Jun ^a   Menche, Gerd ^a   Ritter, Antje ^a   Rudolph, Sven ^a  

^a HELMHOLTZ CENTRE FOR INFECTION RESEARCH   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33644771025     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol053001a     Document Type: Article

References (36)

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29. The higher yield with thiourea in comparison to 5a may be rationalized by the stronger hydrogen bonds the former may form.
30. 3CN are less suitable.
31. The amount of thiourea may be reduced to 3 mol % with only slight decrease in the chemical yield.
32. For complete conversion the reaction was stirred in this special case 24 h at 50 °C and 48 h at 85 °C.
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34. 6]benzene support these calculations by showing downfield shifts of the thiourea N-H hydrogen atoms upon addition of separately prepared imine.
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36. Preliminary results show that thiourea derivatives with chiral, electron-withdrawing substituents on the nitrogens are particularly promising for such an endeavor.