N‐Heterocyclic‐Carbene‐Catalyzed Reactions of Nitroalkenes: Synthesizing Important Building Blocks. Issue 1 (6th December 2017)

• Record Type: Journal Article
• Authors: Maji, Biswajit
• Is Part Of: Asian journal of organic chemistry. Volume 7:Issue 1(2018)
• Page Start: 70
• Page End: 84
• Publication Date: 2017-12-06
• Subjects: acyl anion equivalents -- enolates -- N-heterocyclic carbenes -- nitroalkenes -- organocatalysis; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; 547.005
• DOI: 10.1002/ajoc.201700520
• Languages: English
• ISSNs: 2193-5807

Abstract

Abstract: The recent developments of N‐heterocyclic carbene (NHC)‐catalyzed acyl anion equivalent (Stetter reaction), homoenolate, and enolate reactions with reactive nitroalkenes as Michael acceptors are described. The unique strategies for NHC‐catalyzed C−C bond‐forming reactions using nitroalkenes for the synthesis of synthetic building blocks, in particular asymmetric approaches, are systematically presented. Advances in the single‐electron‐transfer reaction combined with the use of NHCs as organocatalysts are also discussed, with nitroalkenes acting as important coupling partners. This Focus Review brings together both the accomplishments and the future work needed in this important area. Abstract : Fast out of the blocks : The carbene‐catalyzed addition reactions of acyl anion equivalents, homoenolates, and enolates with a variety of nitroalkenes provide access to important C3, C4, and C5 synthetic building blocks. Here the recent developments of N‐heterocyclic‐carbene‐catalyzed reactions with nitroalkenes are summarized, including the single‐electron‐transfer mechanism.