Efficient and Stereoselective Nitration of Mono- and Disubstituted Olefins with AgNO2 and TEMPO
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Title |
Efficient and Stereoselective Nitration of Mono- and Disubstituted Olefins with AgNO2 and TEMPO
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Creator |
MAITY, S
MANNA, S RANA, S NAVEEN, T MALLICK, A MAITI, D |
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Subject |
ORGANIC-SYNTHESIS
MICHAEL ADDITION NITROALKENES NITROOLEFINS CATALYSIS HYDROGENATION CONVENIENT NITROXIDES CHEMISTRY STYRENES |
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Description |
Nitroolefin is a common and versatile reagent. Its synthesis from olefin is generally limited by the formation of mixture of cis and trans compounds. Here we report that silver nitrite (AgNO2) along with TEMPO can promote the regio- and stereoselective nitration of a broad range of olefins. This work discloses a new and efficient approach wherein starting from olefin, nitroalkane radical formation and subsequent transformations lead to the desired nitroolefin in a stereoselective manner.
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Publisher |
AMER CHEMICAL SOC
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Date |
2014-10-15T17:03:15Z
2014-10-15T17:03:15Z 2013 |
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Type |
Article
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Identifier |
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 135(9)3355-3358
http://dx.doi.org/10.1021/ja311942e http://dspace.library.iitb.ac.in/jspui/handle/100/15279 |
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Language |
en
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