Issue 59, 2014

Nitroalkenes in the synthesis of carbocyclic compounds

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.

Graphical abstract: Nitroalkenes in the synthesis of carbocyclic compounds

Article information

Article type
Review Article
Submitted
03 May 2014
Accepted
19 Jun 2014
First published
24 Jun 2014

RSC Adv., 2014,4, 31261-31299

Nitroalkenes in the synthesis of carbocyclic compounds

A. Z. Halimehjani, I. N. N. Namboothiri and S. E. Hooshmand, RSC Adv., 2014, 4, 31261 DOI: 10.1039/C4RA04069D

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