The first target specific, highly diastereoselective synthesis, design and characterization of pyranoquinolinyl acrylic acid diastereomers as potential α-glucosidase inhibitors.
Sign Up to like & getrecommendations! Published in 2019 at "Bioorganic chemistry"
DOI: 10.1016/j.bioorg.2018.11.026
Abstract: In the present investigation we report the first target specific, highly diastereoselective synthesis of new class of pyranoquinolinyl/furoquinolinyl-acrylic acid diastereomers and evaluation of their invitro α-glucosidase inhibitory activity. All the products were thoroughly characterized by… read more here.
Keywords: target specific; diastereoselective synthesis; acrylic acid; highly diastereoselective ... See more keywords
Highly diastereoselective synthesis of trifluoromethyl containing spiro[pyrrolidin-3,2′-oxindoles] from N-2,2,2-trifluoroethylsubstituted isatin imines and β,γ-unsaturated α-keto esters
Sign Up to like & getrecommendations! Published in 2021 at "Tetrahedron"
DOI: 10.1016/j.tet.2021.132112
Abstract: ABSTRACT Inspired by the chemistry and biology of fluorine-containing molecules and pyrrolidinyl spirooxindoles, herein we report a highly diastereoselective [3+2] cycloaddition reaction of β,γ-unsaturated α-keto esters and N-2,2,2-trifluoroethylisatin ketimines in the presence of the catalyst… read more here.
Keywords: spiro pyrrolidin; highly diastereoselective; keto esters; pyrrolidin oxindoles ... See more keywords
A highly diastereoselective chloride-mediated dynamic kinetic resolution at phosphorus on-route to a key intermediate in the synthesis of GSK2248761A
Sign Up to like & getrecommendations! Published in 2018 at "Tetrahedron Letters"
DOI: 10.1016/j.tetlet.2018.04.018
Abstract: Abstract A highly diastereoselective chloride-mediated dynamic kinetic resolution at phosphorus has been developed to access a key intermediate in the synthesis of GSK2248761A. This procedure utilises a soluble chloride source and a cheap readily available… read more here.
Keywords: chloride mediated; diastereoselective chloride; dynamic kinetic; mediated dynamic ... See more keywords
Highly Diastereoselective Synthesis of Trifluoromethyl Indolines by Interceptive Benzylic Decarboxylative Cycloaddition of Nonvinyl, Trifluoromethyl Benzoxazinanones with Sulfur Ylides under Palladium Catalysis.
Sign Up to like & getrecommendations! Published in 2018 at "Organic letters"
DOI: 10.1021/acs.orglett.8b00237
Abstract: A highly diastereoselective synthesis of trifluoromethyl-substituted indolines under palladium catalysis is disclosed. The reaction proceeds by interceptive decarboxylative benzylic cycloaddition (IDBC) of nonvinyl, trifluoromethyl benzoxazinanones with sulfur ylides. The palladium-π-benzyl zwitterionic intermediates are suggested for… read more here.
Keywords: nonvinyl trifluoromethyl; diastereoselective synthesis; palladium catalysis; synthesis trifluoromethyl ... See more keywords
Visible Light-Mediated, Highly Diastereoselective Epimerization of Lactams from the Most Accessible to the More Stable Stereoisomer.
Sign Up to like & getrecommendations! Published in 2022 at "ACS catalysis"
DOI: 10.1021/acscatal.2c02232
Abstract: Most known methods to access δ-lactams with stereogenic centers at the α- and β-positions are highly selective for the contra-thermodynamic syn diastereomer, typically via hydrogenation of the corresponding pyridinones or quinolinones. We describe here the… read more here.
Keywords: epimerization; highly diastereoselective; mediated highly; visible light ... See more keywords
General Light-Mediated, Highly Diastereoselective Piperidine Epimerization: From Most Accessible to Most Stable Stereoisomer.
Sign Up to like & getrecommendations! Published in 2020 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.0c11911
Abstract: We report a combined photocatalytic and hydrogen atom transfer (HAT) approach for the light-mediated epimerization of readily accessible piperidines to provide the more stable diastereomer with high selectivity. The generality of the transformation was explored… read more here.
Keywords: general light; light mediated; epimerization; mediated highly ... See more keywords
Highly diastereoselective oxa-[3+3] cyclization with C,N-cyclic azomethine imines via the copper-catalyzed aerobic oxygenated C[double bond, length as m-dash]C bond of indoles.
Sign Up to like & getrecommendations! Published in 2018 at "Chemical communications"
DOI: 10.1039/c7cc09640b
Abstract: Herein, a copper-catalyzed highly diastereoselective aerobic oxygenated [3+3] cyclization of 3-substituted indoles with C,N-cyclic azomethine imines using oxygen as the sole oxidant under mild conditions has been developed. This protocol provides a simple and convenient… read more here.
Keywords: cyclic azomethine; bond; azomethine imines; highly diastereoselective ... See more keywords
Highly diastereoselective construction of novel dispiropyrrolo[2,1-a]isoquinoline derivativesviamulticomponent 1,3-dipolar cycloaddition of cyclic diketones-based tetrahydroisoquinoliniumN-ylides
Sign Up to like & getrecommendations! Published in 2019 at "RSC Advances"
DOI: 10.1039/c8ra09884k
Abstract: A new series of dispiropyrrolo[2,1-a]isoquinoline derivatives was synthesized by multicomponent 1,3-dipolar cycloaddition reaction of tetrahydroisoquinoliniumN-ylides and (E)-3-arylidene-1-phenyl-pyrrolidine-2,5-diones. read more here.
Keywords: highly diastereoselective; dispiropyrrolo isoquinoline; dipolar cycloaddition; tetrahydroisoquinoliniumn ylides ... See more keywords
Cascade annulation reaction (CAR): highly diastereoselective synthesis of pyranopyrazole scaffolds
Sign Up to like & getrecommendations! Published in 2020 at "RSC Advances"
DOI: 10.1039/d0ra03400b
Abstract: An unprecedented domino protocol for the novel synthesis of highly diverse and functionalized tetrahydro pyranopyrazole scaffolds using chalcone epoxide has been reported for the first time. This synthetic protocol generates three consecutive stereogenic centres in… read more here.
Keywords: pyranopyrazole scaffolds; synthesis; highly diastereoselective; cascade annulation ... See more keywords
Cobalt-catalyzed highly diastereoselective [3 + 2] carboannulation reactions: facile access to substituted indane derivatives.
Sign Up to like & getrecommendations! Published in 2022 at "Chemical communications"
DOI: 10.1039/d1cc05245d
Abstract: Efficient oxidative [3 + 2] annulation reaction involving aryl hydrazones and heterobicyclic alkenes has been realized with inexpensive and earth-abundant cobalt salts under aerobic conditions. The reaction proceeds via directing-group-assisted C-H activation and exo-selective migratory… read more here.
Keywords: cobalt catalyzed; diastereoselective carboannulation; carboannulation reactions; highly diastereoselective ... See more keywords
Synthesis of syn- and enantioenriched anti-β-amino alcohols by highly diastereoselective borono-Mannich allylation reactions.
Sign Up to like & getrecommendations! Published in 2022 at "Chemical communications"
DOI: 10.1039/d1cc06775c
Abstract: A highly diastereoselective method for the synthesis of syn-β-amino alcohols and enantioenriched anti-β-amino alcohols has been developed involving α-hydroxyl aldehydes and chiral α-phenylaminoxyaldehydes or α-benzoyloxyaldehydes, respectively in Petasis borono-Mannich allylation reactions. This study broadens the… read more here.
Keywords: synthesis syn; borono mannich; highly diastereoselective; anti amino ... See more keywords