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Journal ArticleDOI

Asymmetric synthesis of allylic compounds via hydrofunctionalisation and difunctionalisation of dienes, allenes, and alkynes.

TLDR
An overview of hydrofunctionalisation and difunctionalisation of dienes, allenes, and alkynes is provided, and the chiral ligand used in this area of research is summarized.
Abstract
Hydrofunctionalisation and difunctionalisation of dienes, allenes, and alkynes are widely utilized in the synthesis of valuable allylic compounds. In the past decades, asymmetric catalysis has emerged as one of the most attractive fields in organic synthesis. Recently, the asymmetric versions of hydrofunctionalisation and difunctionalisation reactions have become powerful and compelling tools to afford enantiopure allylic compounds, appealing to a large range of chemists. Various metal complexes modified with a large number of chiral ligands and several chiral organocatalysts have been developed to promote the hydrofunctionalisation and difunctionalisation reactions and expand substrate scope. This review provides an overview of this field, and aims at summarizing the chiral ligand used in this area of research. A detailed discussion of the development of these reactions and the general reaction mechanisms is provided.

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Citations
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Journal ArticleDOI

Metal-Catalyzed Intermolecular Hydrofunctionalization of Allenes: Easy Access to Allylic Structures via the Selective Formation of C-N, C-C, and C-O Bonds.

TL;DR: This review presents a state of the art exploration of all existing transition metal-catalyzed methods allowing the selective intermolecular hydrofunctionalization of allenes with N-H, C- H, and O-H nucleophiles or electrophiles.
Journal ArticleDOI

Transition metal-catalysed allylic functionalization reactions involving radicals.

TL;DR: This tutorial review highlights the recent advances in this rapidly expanding area of transition metal-catalysed allylic functionalization reactions, which experienced an unprecedented momentum thanks to the rapid development of radical chemistry.
Journal ArticleDOI

Stereodivergent Synthesis of Tertiary Fluoride-Tethered Allenes via Copper and Palladium Dual Catalysis.

TL;DR: In this paper, the authors describe a protocol for the unprecedented stereodivergent synthesis of tertiary fluoride-tethered allenes bearing a stereogenic center and stereogenic axis via Cu/Pd synergistic catalysis.
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Photoinduced Copper-Catalyzed Asymmetric C-O Cross-Coupling.

TL;DR: In this article, a photoinduced copper-catalyzed cross-coupling of readily available oxime esters and 1,3-dienes was described to generate diversely substituted allylic esters with high regio-and enantioselectivity.
Journal ArticleDOI

Enantioselective Radical Carbocyanation of 1,3-Dienes via Photocatalytic Generation of Allylcopper Complexes

TL;DR: In this article, the first visible-light-induced, enantioselective carbocyanation of 1,3-dienes was achieved by using carboxylic acid derivatives and trimethylsilyl cyanide.
References
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Journal ArticleDOI

The atom economy--a search for synthetic efficiency

TL;DR: Transition metal-catalyzed methods that are both selective and economical for formation of cyclic structures, of great interest for biological purposes, represent an important starting point for this long-term goal.
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Asymmetric Transition Metal-Catalyzed Allylic Alkylations.

TL;DR: The focus of this review is on the area of enantioselective transition metal-catalyzed allylic alkylations which may involve C-C as well as C-X (X ) H or heteroatom) bond formation.
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Ligand effects in homogeneous Au catalysis.

TL;DR: The ways in which selectivity can be controlled in homogeneous Au catalysis are enumerated, in the hope that lessons to guide catalyst selection and the design of new catalysts may be distilled from a thorough evaluation of ligand, counterion, and oxidation state effects as they influence chemo-, regio-, and stereoselectivity in homogeneity AuCatalysis.
Journal ArticleDOI

Gold-catalyzed cycloisomerizations of enynes: a mechanistic perspective.

TL;DR: The proposed involvement of cyclopropyl metal carbenes of type 4 in the electrophilic activation of enynes by transition metals was first substantiated in reactions catalyzed by Pd(II), in which the initially formed cycloprostyl palladiumCarbenes undergo [4 + 2] cycloaddition with the double bond of the conjugate enyne.
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