27748-52-3

Usage

InChI:InChI=1/C6H11NO2/c1-5(2)4-6(3)7(8)9/h4-5H,1-3H3/b6-4+

Upstream product

• 101252-29-3 3-acetoxy-2-methyl-4-nitro-pentane 
• 79-24-3 Nitroethane 
• 78-84-2 isobutyraldehyde 
• 52149-39-0 E-4-Methyl-2-penten-2-yl-triflate 
• 108-10-1 4-methyl-2-pentanone 
• 20570-70-1 2-methyl-4-nitropentan-3-ol 

Downstream Products

• 27861-41-2 2-Methyl-4-nitro-2-penten 
• 27748-53-4 Methyl-4-nitro-2-penten-2 
• 125927-66-4 anti-2-methyl-4-nitro-3-(phenylthio)pentane 
• 125927-66-4 syn-2-methyl-4-nitro-3-(phenylthio)pentane 
• 122898-31-1 (1-Isopropyl-2-nitro-propoxymethyl)-benzene 
• 1403873-43-7 2-isopropyl-1,3-dimethyl-7-phenylindolizine 

Relevant academic research and scientific papers

Catalytic asymmetric Tamura cycloadditions involving nitroalkenes

The first examples of asymmetric Tamura cycloaddition reactions involving singly activated alkenes are reported. Homophthalic anhydride reacts with α-methyl nitrosytrenes in the presence of an alkaloid-based catalyst to generate fused bicyclic aromatic ketone products with three new stereocentres (which are susceptible to subsequent equilibration) in 12-99% ee. An unusual equilibration process which occurs in methanolic medium in the absence of a recognisable base via proton transfer at the α-carbon of an ester was investigated experimentally and computationally.

Palladium-catalyzed synthesis of substituted nitroolefins

A one-pot protocol toward several substituted nitroolefins 4 and 6 starting with substituted acetones 2 and 5 was described. A facile process was carried out for the triflation of substituted acetones 2 and 5 with triflic anhydride (Tf2O) under the basic condition (Cs2CO3) and then palladium-catalyzed cross-coupling of enol triflates 3 with NaNO 2 and BINAP in the presence of phase-transfer reagents (n-Bu 4NBr) under the refluxing 1,2-dimethoxyethane (DME) in acceptable yields.

Concise synthesis of tetrahydropyrans by a tandem oxa-michael/tsuji-trost reaction

A novel domino sequence facilitates the rapid assembly of polysubstituted tetrahydropyrans. The one-pot relay process generates up to three new stereogenic centers, including a tetrasubstituted carbon center, in a highly concise and convergent fashion from simple starting materials. Copyright

An efficient synthesis of (E)-nitroalkenes catalyzed by recoverable diamino-functionalized mesostructured polymers

A clean, efficient, and simple method has been developed for synthesis of (E)-nitroalkenes using FDU-ED as an efficient catalyst. The reactions proceeded with moderate to high yields (60-96%) under mild conditions. The catalyst FDU-ED is recyclable and can be reused more than seven times without significant loss of activity and selectivity.

Asymmetric reduction of nitroalkenes with baker's yeast

Various α,β-disubstituted and trisubstituted nitroalkenes were chemoselectively reduced with baker's yeast to the corresponding nitroalkanes. Stereoselectivities of the reduction of α,β-disubstituted nitroalkenes were modest to low, and e.e.s up to 52% were obtained. Trisubstituted nitroalkenes could be reduced to the corresponding nitroalkanes with excellent enantioselectivities, moderate diastereoselectivities and in good yield.