Multicomponent Mannich‐Like Reactions of Organometallic Species. Issue 17 (21st March 2017)

• Record Type: Journal Article
• Authors: Paul, Jérôme; Presset, Marc; Le Gall, Erwan
• Is Part Of: European journal of organic chemistry. Issue 17(2017)
• Page Start: 2386
• Page End: 2406
• Publication Date: 2017-03-21
• Subjects: Multicomponent reactions -- Mannich reactions -- Organometallic species -- Nitrogenated compounds -- Barbier conditions; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201700038
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract : A century after the pioneering works of Carl Mannich in 1917, the aminoalkylation of carbonylated compounds has become a classical reaction of organic chemistry. Thanks to its modular character, the so‐called multicomponent Mannich reaction has found numerous applications throughout the fields of chemistry, especially for synthetic and biomedical purpose. After 100 years of good service, recent developments involving nucleophile diversification through the use of stoichiometric or even catalytic amounts of organometallic species have greatly revitalized this venerable reaction and expanded its scope, thus opening the way to a new world of possibilities. This Microreview on the organometallic Mannich reaction aims to highlight seminal contributions to the field as well as the major progress recently made in this area. Abstract : Mannich of steel: A century after its discovery, the Mannich reaction has benefited from improved or original versions of the process involving alternative nucleophiles. Here we provide an up‐to‐date overview of Mannich‐like reactions employing stoichiometric or catalytic organometallic reagents, which have significantly enhanced the synthetic potential of this classic of organic chemistry.