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Chiral phosphoric acid-catalyzed asymmetric dearomatization reactions

Chemical Society Reviews, 2020
We summarize in this review the recent development of chiral phosphoric acid (CPA)-catalyzed asymmetric dearomatization reactions.
Zi-Lei Xia   +3 more
openaire   +2 more sources

Enantioselective Bromocyclization of Olefins Catalyzed by Chiral Phosphoric Acid

Organic Letters, 2011
A chiral phosphoric acid catalyzed enantioselective bromocyclization of olefins is described. Various cis-, trans-, or trisubstituted γ-hydroxy-alkenes and γ-amino-alkenes can cyclize under the reaction conditions to give optically active 2-substituted tetrahydrofurans and tetrahydropyrroles in up to 91% ee.
Deshun, Huang   +6 more
openaire   +2 more sources

Chiral Phosphoric Acid-Catalyzed Enantioselective and Diastereoselective Spiroketalizations

Journal of the American Chemical Society, 2012
Catalytic enantioselective and diastereoselective spiroketalizations with BINOL-derived chiral phosphoric acids are reported. The chiral catalyst can override the inherent preference for the formation of thermodynamic spiroketals, and highly selective formation of nonthermodynamic spiroketals could be achieved under the reaction conditions.
Zhankui, Sun   +3 more
openaire   +2 more sources

Chiral Spirocyclic Phosphoric Acids and Their Growing Applications

Chinese Journal of Chemistry, 2021
AbstractChiral spirocyclic phosphoric acids (SPAs) are introduced in 2010 and have been versatile catalysts capable of promoting a wide range of asymmetric organocatalytic reactions, such as multi‐component reactions, Friedel–Crafts reactions, Pictet–Spengler reactions, Fischer indolizations, cycloaddition reactions, desymmetrization reactions ...
Xufeng Lin   +3 more
openaire   +1 more source

An update on chiral phosphoric acid organocatalyzed stereoselective reactions

Organic & Biomolecular Chemistry, 2023
This review article presents an in-depth analysis of the strategies and methodologies for using chiral phosphoric acids as organocatalysts in asymmetric syntheses from recent literature.
openaire   +2 more sources

Chiral phosphoric acid catalysis: from numbers to insights

Chemical Society Reviews, 2018
Chiral phosphoric acids (CPAs) have emerged as powerful organocatalysts for asymmetric reactions, and applications of computational quantum chemistry have revealed important insights into the activity and selectivity of these catalysts.
Rajat Maji   +2 more
openaire   +2 more sources

Chiral Phosphoric-Acid-Catalyzed Cascade Prins Cyclization

Organic Letters, 2019
Asymmetric Prins cyclization of in situ generated quinone methides and o-aminobenzaldehyde has been developed with chiral phosphoric acid as an efficient catalyst. This unconventional method provides a facile access to diverse functionalized trans-fused pyrano-/furo-tetrahydroquinoline derivatives in excellent yield and with excellent diastereo- and ...
Huai-Ri Sun   +6 more
openaire   +2 more sources

Synthesis of Chiral Phosphorous and Phosphoric Acid Derivatives from the Lignans Matairesinol and Conidendrin

Synlett, 2016
Methods for the preparation of phosphites and phosphates from chiral diols based on lignan backbones were developed. Four novel phosphites and one phosphate were synthesized and characterized. Sterically hindered diols showed diastereoselectivity in formations of phosphites, whereas non-hindered diols showed no selectivity.
Eklund Patrik Christoffer   +1 more
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Asymmetric binary acid catalysis: chiral phosphoric acid as dual ligand and acid

Chem. Commun., 2013
Recently, chiral Brønsted acids as dual ligand and acid catalysts in the context of metal catalysis have been developed. Such binary catalytic systems synergistically integrate chiral Brønsted acids and metal catalysts as a result of their weakly coordinating behaviors.
Jian, Lv, Sanzhong, Luo
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The mechanism investigation of chiral phosphoric acid-catalyzed Friedel–Crafts reactions – How the chiral phosphoric acid regains the proton

Computational and Theoretical Chemistry, 2014
Abstract ONIOM method was used to investigate the mechanism of chiral phosphoric acid-catalyzed Friedel–Crafts reactions of pyrrole derivatives and imines. In the reaction of imine with pyrrole, regarding to the step of the regeneration of the chiral phosphoric acid catalyst has not been discussed in details.
Chunhui Liu   +3 more
openaire   +1 more source

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