Enantioselective synthesis of indole-based unnatural β-Alkynyl α-amino acid derivatives via chiral phosphoric acid catalysis.
Sign Up to like & getrecommendations! Published in 2022 at "Chirality"
DOI: 10.1002/chir.23422
Abstract: The synthesis of unnatural α-amino acid derivatives has attracted considerable interest in recent years, as they are ubiquitous in protein synthesis and peptide-based drug discovery. Herein, we reported the chiral phosphoric acid catalyzed asymmetric reaction… read more here.
Keywords: chiral phosphoric; synthesis; acid; amino acid ... See more keywords
Hollow organic polymeric nano-bowls-supported BINOL-derived chiral phosphoric acid: enhanced catalytic performances in the enantioselective allylation of aromatic aldehydes
Sign Up to like & getrecommendations! Published in 2019 at "Molecular Catalysis"
DOI: 10.1016/j.mcat.2018.12.014
Abstract: Abstract To improve the catalytic efficiency of expensive and versatile 1, 1′-binaphthol-derived chiral phosphoric acid with 2, 4, 6-tris(isopropyl)phenyl substituents and mass transfer of reactants in heterogeneous catalysis, a hollow organic polymeric nano-bowl was used… read more here.
Keywords: phosphoric acid; chiral phosphoric; hollow organic; polymeric nano ... See more keywords
Enantioselective Dehydroxyhydrogenation of 3-Indolylmethanols by the Combined Use of Benzothiazoline and Chiral Phosphoric Acid: Construction of a Tertiary Carbon Center.
Sign Up to like & getrecommendations! Published in 2020 at "Organic letters"
DOI: 10.1021/acs.orglett.0c00430
Abstract: The chiral indole is an important structure in organic chemistry. We have developed an enantioselective hydrogen transfer reaction of indolylmethanol, which is characterized by the combined use of benzothiazoline and a newly synthesized chiral phosphoric… read more here.
Keywords: carbon center; chiral phosphoric; phosphoric acid; tertiary carbon ... See more keywords
Chiral Phosphoric Acid Catalyzed Enantioselective [4 + 2] Cycloaddition Reaction of α-Fluorostyrenes with Imines.
Sign Up to like & getrecommendations! Published in 2020 at "Organic letters"
DOI: 10.1021/acs.orglett.0c03360
Abstract: An enantioselective [4 + 2] cycloaddition reaction of α-fluorostyrenes with N-benzoyl imines was demonstrated using a chiral phosphoric acid catalyst. Cycloaddition products having fluorine functionality were formed in high yields with excellent diastereo- and enantioselectivities.… read more here.
Keywords: cycloaddition; chiral phosphoric; phosphoric acid; enantioselective cycloaddition ... See more keywords
Tandem Photoredox-Chiral Phosphoric Acid Catalyzed Radical-Radical Cross-Coupling for Enantioselective Synthesis of 3-Hydroxyoxindoles.
Sign Up to like & getrecommendations! Published in 2021 at "Organic letters"
DOI: 10.1021/acs.orglett.1c02510
Abstract: A photochemical protocol that couples diarylamines and α-ketoesters to afford the chiral 3-hydroxyoxindoles through tandem photoredox and chiral phosphoric acid catalysis is developed. The reaction involves an enantioselective photochemical radical-radical cross-coupling process. The chiral phosphoric… read more here.
Keywords: radical radical; chiral phosphoric; phosphoric acid; radical cross ... See more keywords
Chiral Phosphoric Acid-Catalyzed Asymmetric Arylation of Indolizines: Atroposelective Access to Axially Chiral 3-Arylindolizines.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c00461
Abstract: We report herein a highly straightforward strategy for the synthesis of a new axially chiral 3-arylindolizine scaffold via organocatalytic asymmetric arylation reactions of indolizines and p-quinone esters. Using the chiral phosphoric acid catalyst, a series… read more here.
Keywords: asymmetric arylation; chiral phosphoric; chiral arylindolizines; phosphoric acid ... See more keywords
Asymmetric [3 + 3] Annulation to Construct Trifluoromethylated Pyrazolo[3,4-b]pyridin-6-ones via Chiral Phosphoric Acid and MgSO4 Synergistic Catalysis.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c01513
Abstract: We developed a novel asymmetric Friedel-Crafts alkylation/transamidation tandem reaction for the enantio- and diastereoselective synthesis of pyrazolo[3,4-b]pyridin-6-ones bearing a -CF3 unit via synergistic chiral phosphoric acid and MgSO4 catalysis. This [3 + 3] annulation protocol… read more here.
Keywords: trifluoromethylated pyrazolo; chiral phosphoric; acid mgso4; pyridin ones ... See more keywords
Atroposelective Synthesis of Axially Chiral Styrenes Connecting an Axially Chiral Naphthyl-indole Moiety Using Chiral Phosphoric Acid Catalysis.
Sign Up to like & getrecommendations! Published in 2023 at "Organic letters"
DOI: 10.1021/acs.orglett.3c00425
Abstract: The organocatalytic asymmetric reactions of C2-unsubstituted racemic naphthyl-indoles with orthoalkynylnaphthols were employed to synthesize axially chiral styrenes connected to an axially chiral naphthyl-indole unit. Utilizing chiral phosphoric acid as the catalyst, these axially chiral styrenes… read more here.
Keywords: chiral styrenes; chiral phosphoric; chiral naphthyl; phosphoric acid ... See more keywords
Chiral Phosphoric-Acid-Catalyzed Cascade Prins Cyclization.
Sign Up to like & getrecommendations! Published in 2019 at "Organic letters"
DOI: 10.1021/acs.orglett.9b02714
Abstract: 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… read more here.
Keywords: chiral phosphoric; phosphoric acid; acid catalyzed; catalyzed cascade ... See more keywords
Endo-Functionalized Cyclic Oligophenylenes: Synthesis and Complexation with a Chiral Phosphoric Acid
Sign Up to like & getrecommendations! Published in 2022 at "ACS Omega"
DOI: 10.1021/acsomega.2c05926
Abstract: The synthesis of endo-functionalized cyclic oligophenylenes in which adjacent benzene rings are perpendicular to one another is described. Annulation precursors, OH- or NH2-functionalized quinquephenyl diboronic acids, and septiphenyl dibromo compounds were systematically prepared by using… read more here.
Keywords: cyclic oligophenylenes; chiral phosphoric; functionalized cyclic; acid ... See more keywords
Chiral phosphoric acid catalysis: from numbers to insights.
Sign Up to like & getrecommendations! Published in 2018 at "Chemical Society reviews"
DOI: 10.1039/c6cs00475j
Abstract: 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. In this tutorial review, we… read more here.
Keywords: chiral phosphoric; chemistry; numbers insights; phosphoric acid ... See more keywords