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Stereoselective Nitration of Olefins with (BuONO)-Bu-t and TEMPO: Direct Access to Nitroolefins under Metal-free Conditions

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Title Stereoselective Nitration of Olefins with (BuONO)-Bu-t and TEMPO: Direct Access to Nitroolefins under Metal-free Conditions
 
Creator MAITY, S
NAVEEN, T
SHARMA, U
MAITI, D
 
Subject TERT-BUTYL NITRITE
N BOND FORMATION
ARYLBORONIC ACIDS
CONJUGATED NITROALKENES
BETA-NITROSTYRENES
NITROGEN MONOXIDE
C-H
ALKENES
DERIVATIVES
CONVENIENT
 
Description Nitroolefins are essential elements for both synthetic chemistry and medicinal research. Despite significant improvements in nitration of olefin an efficient metal-free synthesis remains elusive so far. Herein, we disclose a new set of reagents to access nitroolefins in a single step under metal-free conditions. A wide range of olefins with diverse functionalities has been nitrated in synthetically useful yields. This transformation is operationally simple and exhibits excellent E-selectivity. Furthermore, site selective nitration in a complex setup makes this method advantageous.
 
Publisher AMER CHEMICAL SOC
 
Date 2014-10-15T17:02:45Z
2014-10-15T17:02:45Z
2013
 
Type Article
 
Identifier ORGANIC LETTERS, 15(13)3384-3387
http://dx.doi.org/10.1021/ol401426p
http://dspace.library.iitb.ac.in/jspui/handle/100/15278
 
Language en