A mild Cu(I)-catalyzed regioselective diamination of conjugated dienes

Organic Letters

Volumn 9, Issue 13, 2007, Pages 2589-2591

  Yuan, Weicheng ^a   Du, Haifeng ^a   Zhao, Baoguo ^a   Shi, Yian ^a  

^a Department of Environmental and Radiological Health Sciences   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 34547198807     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol071105a     Document Type: Article

References (32)

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22. 3, nitrogen compounds such as pyridine, DABCO, DMAP, sparteine, oxazoline, etc. were also found to be capable ligands for CuX to promote the diamination.
23. 3 (0.0186 g, 0.06 mmol). and rmn.v-1-phenylbutadiene (0.078 g. 0.6 mmol) successively with stirring. Upon addition of di-tert-butyldiaziridinone (0.153 g. 0.9 mmol), the reaction mixture was stirred at room temperature for 6 h and purified by flash chromatography (silica gel. hexanes:ether = 7:1) to give the diamination product as a white solid (0.135 g. 75% yield).
24. 1H NMR of the crude reaction mixture if there was any.
25. 2H at reflux for 6 h. giving a clean product in 93% yield (also see ref 9).
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