Journal ArticleDOI
Recent developments in methodology for the direct oxyamination of olefins.
TLDR
The purpose of this review is to give the reader a tour of the methods that have emerged in the last few years so one can appreciate the myriad of different metals and reagents that can accomplish the oxyamination of alkenes.Abstract:
1,2-Amino alcohols are high-value, versatile functional groups that are found in scores of biologically active molecules and other interesting synthetic targets such as ligands and auxiliaries. Given their prominent position within organic compounds of import, it is no surprise to note that many routes have been developed to access this motif and there are many different starting points from which a synthetic chemist might embark on a synthesis. However, one particular approach stands out from the others, and this is the direct conversion of an alkene to a vicinal amino alcohol derivative (oxyamination). Research in this field has been particularly active in recent years and many interesting new methodologies have been reported. The purpose of this review is to give the reader a tour of the methods that have emerged in the last few years so one can appreciate the myriad of different metals and reagents that can accomplish the oxyamination of alkenes. There are still many challenges to be overcome and, herein, we also outline the areas that are ripe for further development and which bode well for the future.read more
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Electrochemical strategies for C-H functionalization and C-N bond formation.
TL;DR: This review provides an overview on the use of anodic electrochemical methods for expediting the development of carbon-hydrogen functionalization and carbon-nitrogen bond formation strategies and aims to provide inspiration for future synthetic applications in the field of electrosynthesis.
Journal ArticleDOI
Nitrene Chemistry in Organic Synthesis: Still in Its Infancy?
TL;DR: It is suggested that synthetic nitrene chemistry is maturing with a wider scope not limited to these two reactions, as practical metal-catalyzed protocols for the preparation of amines through either the aziridination of alkenes or the C-H amination of alkanes are available.
Journal ArticleDOI
Photochemical Generation of Nitrogen-Centered Amidyl, Hydrazonyl, and Imidyl Radicals: Methodology Developments and Catalytic Applications
TL;DR: This Perspective highlights the recent advances in visible light-mediated generation of amidyl, hydrazonyl, and imidyl radicals from a variety of precursors.
Journal ArticleDOI
Photocatalytic Generation of N-Centered Hydrazonyl Radicals: A Strategy for Hydroamination of β,γ-Unsaturated Hydrazones†
Xiao-Qiang Hu,Jia-Rong Chen,Qiang Wei,Feng-Lei Liu,Qiao-Hui Deng,Andre M. Beauchemin,Andre M. Beauchemin,Wen-Jing Xiao +7 more
TL;DR: A visible-light photocatalytic generation of N-centered hydrazonyl radicals has been accomplished for the first time, obviating the need to prepare photolabile amine precursors or the stoichiometric use of oxidizing reagents.
Journal ArticleDOI
Vicinal difunctionalization of alkenes with iodine(III) reagents and catalysts.
TL;DR: In this work, chiral non-racemic hypervalent iodine(III) reagents and catalysts have emerged as versatile tools for the realization of important enantioselective transformations in alkene difunctionalization reactions.
References
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Book
Catalytic Asymmetric Synthesis
TL;DR: Asymmetric Hydrogenation (T. Ohkuma, et al. as discussed by the authors ), asymmetric carbon-Carbon Bond-Forming Reactions (K. Nozaki & I. Negishi). Asymmetric Addition and Insertion Reactions of Catalytically-Generated Metal Carbenes (M. O'Donnell), and asymptotic phase-transfer Reactions.
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1,2-Amino Alcohols and Their Heterocyclic Derivatives as Chiral Auxiliaries in Asymmetric Synthesis
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Reduction of Carbonyl Compounds with Chiral Oxazaborolidine Catalysts: A New Paradigm for Enantioselective Catalysis and a Powerful New Synthetic Method.
E. J. Corey,Christopher J. Helal +1 more
TL;DR: High enantioselectivity can be achieved when chiral oxazaborolidines are used as catalysts in the reduction of ketones by borane when the two reactants are activated and held in close proximity by the catalyst.
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Bestatin, an inhibitor of aminopeptidase b, produced by actinomycetes
TL;DR: In this article, a new compound bestatin was discovered and the discovery and isolation of which are reported in the literature, which is an exopeptidase which can be obtained from rat liver, and it hydrolyses an N-terminal peptide bond containing Nterminal arginine or lysine.