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SIMETRIA MOLECULAR E REAçõES DE DESSIMETRIZAçãO EM SíNTESE ORGâNICA
MOLECULAR SYMMETRY AND DESYMMETRIZATION REACTIONS IN ORGANIC SYNTHESIS. Molecular Symmetry has found several applications in Organic Chemistry. The aim of this article is to showcase its relevance as a tool for synthetic planning.
Bruno Matos Paz +2 more
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Atroposelective desymmetrization of 2-arylresorcinols via Tsuji-Trost allylation
Desymmetrization of symmetric biaryls is an efficient but underexplored way to approach axially chiral molecules. Here, the authors report the atroposelective desymmetrization of 2- arylresorcinols via chiral palladium complex-catalyzed allylic ...
Sangji Kim +6 more
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In this study, we examined the Aureobasidium pullulans strains DSM 14940 and DSM 14941 included in the Blossom Protect™ agent to be used in the bioreduction reaction of a symmetrical dicarbonyl compound.
Renata Kołodziejska +5 more
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Desymmetrization of pibrentasvir for efficient prodrug synthesis [PDF]
Horeau principle statistical amplification and solubility-driven selectivities allow C 2 -desymmetrization of pibrentasvir without typically required internal functionalization or steric proximity effects.
Eric A. Voight +8 more
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Monoethyl adipate (MEA) is a highly valuable monoester for activating resistance mechanisms and improving protective effects in pathogen-attacked plants.
Marion Rauter +2 more
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In this research, a metal-free diastereoselective formal 1,3-dipolar cycloaddition of N-2,2,2-trifluoroethylisatin ketimines and cyclopentene-1,3-diones which can efficiently lead to the desymmetrization of cyclopentene-1,3-diones is developed.
Lin-Qiang Li +7 more
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Organocatalytic asymmetric synthesis of P-stereogenic molecules
P-chirality broadly appears in natural and synthetic functional molecules. The catalytic synthesis of organophosphorus compounds bearing P-stereogenic centers is still challenging, due to the lack of efficient catalytic systems.
Junyang Liu +5 more
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The desymmetrization of N-pyrazolyl maleimides was realized through an asymmetric Michael addition by using pyrazolones under mild conditions, leading to the formation of a tri-N-heterocyclic pyrazole–succinimide–pyrazolone assembly in high yields with ...
Jianqi Geng +5 more
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Enantioselective Desymmetrization of FTY720
A method for enantioselective desymmetrization of N-Ac and N-Boc-FTY720 by nonenzymatic asymmetric acylation was developed. Effective enantioselective monobenzoylation using benzoyl chloride in the presence of the tetraphenylbisoxazoline (L2)-CuCl2 complex gave the desired products 3a and 3b in 52-62% yield with 64% ee.
Hikawa, Hidemasa +5 more
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Biomimetic Desymmetrization of a Carboxylic Acid [PDF]
The enantioselective desymmetrization of carboxylic acids by chiral Brønsted base catalysis is reported, leading to bridged bicyclic lactones with up to 94% ee. Crystallographic analysis of a substrate-catalyst complex suggests an origin of stereocontrol, reminiscent of functional Brønsted bases in biological settings, and enabled reaction optimization.
Matthew T. Knowe +4 more
openaire +2 more sources

