93548-37-9Relevant academic research and scientific papers
Efficient and stereoselective nitration of mono- and disubstituted olefins with AgNO2 and TEMPO
Maity, Soham,Manna, Srimanta,Rana, Sujoy,Naveen, Togati,Mallick, Arijit,Maiti, Debabrata
supporting information, p. 3355 - 3358 (2013/04/10)
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.
A predictably selective nitration of olefin with Fe(NO3) 3 and TEMPO
Naveen, Togati,Maity, Soham,Sharma, Upendra,Maiti, Debabrata
, p. 5949 - 5954 (2013/07/26)
Ferric nitrate with catalytic TEMPO has been identified as a useful reagent for regio- and stereoselective nitration of a wide variety of aromatic, aliphatic, and heteroaromatic olefins. This reaction provided nitroolefins in preparatively useful yields with excellent E-selectivity. Due to its mild nature and operational simplicity, the present protocol is expected to find application in synthetic setup.
Enantioselective synthesis of α-amino acids and monosubstituted 1,2- diamines by conjugate addition of 4-phenyl-2-oxazolidinone to nitroalkenes
Lucet, Denis,Sabelle, Stephane,Kostelitz, Olivier,Le Gall, Thierry,Mioskowski, Charles
, p. 2583 - 2591 (2007/10/03)
The addition of the potassium salt of (R)- or (S)-4-phenyl-2- oxazolidinone to monosubstituted nitroalkenes proceeded with very good diastereoselectivity. Several of the addition products were converted into α-amino acids and monosubstituted 1,2-diamines of high enantiomeric purity.
