Nitro-Mannich reaction, review

The nitro-Mannich reaction has been reviewed (266 references), covering a variety of its manifestations simple nitroalkane versus more functionalized nitro compounds, non-catalytic, metal ion- and organo-catalytic, conjugate and cycloadditions and so on. 0 New chiral modular bifimctional iminophosphorane superbase organocatalysts allow 0 metal-free enantioselective addition of nitromethane to otherwise unreactive ketone-derived imines. The readily scalable reaction yields -nitroamines (20) with a fully 0 substituted carbon atom, in up to 95% ee. 

The catalytic asymmetric nitroaldol reaction was extended to a direct catalytic asymmetric nitro-Mannich-type reaction promoted by hetero-bimetallic catalysts (Scheme 2) [53-55] or by EtjNBOX-Cu complexes [56]. These topics are reviewed in Chap. 28.2. 

The methylene group of methyl ethyl ketone is active in the condensation to give, upon pyrolysis, only methyl isopropenyl ketone (92%). Olefinic aldehydes, acids, esters, and nitro compounds have been prepared in a similar manner. The literature of the Mannich reaction has been reviewed. ... 

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