4.6 Review

Nitroalkenes in the synthesis of carbocyclic compounds

Journal

RSC ADVANCES
Volume 4, Issue 59, Pages 31261-31299

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c4ra04069d

Keywords

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Funding

  1. Faculty of Chemistry of Kharazmi University
  2. Department of Science and Technology (DST), India

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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 alpha- and/or beta-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.

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