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

• 20570-70-1 2-methyl-4-nitropentan-3-ol 
• 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 

Downstream Products

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

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.