Nitroalkenes in the synthesis of carbocyclic compounds

Azim Ziyaei Halimehjani, Irishi N. N. Namboothiri, Seyyed Emad Hooshmand

RSC Advances · 2014 · 93 citations · 212 references

Concepts

Abstract

The applications of nitroalkenes in the synthesis of small, common and medium ring carbocycles, including natural products are investigated in this review. These carbocyclic compounds were synthesized from cyclic or acyclic nitroalkenes via a wide variety of reactions such as Michael addition, Diels–Alder reaction, 1,3-dipolar and cycloaddition, Morita–Baylis–Hillman reaction and many cascade reactions often with high regio- and stereoselectivities. Nitroalkenes with a variety of substitution patterns including electroneutral, electron donating and electron withdrawing groups at α- and/or β-positions are suitable substrates for the synthesis of the carbocyclic compounds. The high reactivity of nitroalkenes and their ability to coordinate the metal catalysts as well as organocatalysts signify them as efficient substrates in synthetic organic chemistry.

References

212