Organocatalytic asymmetric michael addition of 2,4-pentandione to nitroolefins

Organic Letters

Volumn 7, Issue 21, 2005, Pages 4713-4716

  Wang, Jian ^a   Li, Hao ^a   Duan, Wenhu ^b   Zu, Liansuo ^a   Wang, Wei ^a  

^a UNIVERSITY OF NEW MEXICO   (United States)

^b SHANGHAI INSTITUTE OF MATERIA MEDICA   (China)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 27144522622     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0519137     Document Type: Article

References (51)

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44. For preparation of the catalyst, see the Supporting Information.
45. 3-4.5 h (reaction time), 98% yield, 95% ee; ethyl vinyl ether - 7.0 h, 89% yield, 91% ee; anisole - 7.0 h, 93% yield, 91% ee; ethylene glycol dimethyl ether - 7.0 h, 90% yield, 92% ee; and DMF - 4.0 h, 94% yield, 4% ee.
46. Diethyl malonate was also evaluated for the process with trans-β-nitrostyrene 2a under the same reaction conditions to give adduct in 94% yield and 86% ee (24 h).
47. See the Supporting Information for X-ray crystallographic information; CCDC 279501 also contains the supplementary crystallographic data. These data can be obtained free of charge via www.ccdc.cam.ac.uk.
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