The Experts below are selected from a list of 948 Experts worldwide ranked by ideXlab platform
Matthew L Clarke - One of the best experts on this subject based on the ideXlab platform.
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diastereoselective and branched aldehyde selective tandem hydroformylation Hemiaminal formation synthesis of functionalized piperidines and amino alcohols
Organic Letters, 2017Co-Authors: Rachael Pittaway, Jose Fuentes, Matthew L ClarkeAbstract:Starting from readily available allylglycine, a tandem hydroformylation–Hemiaminal formation reaction has been developed for the synthesis of chiral functionalized piperidines, with very good diastereoselectivity and branched regioselectivity using Rh/(S,S,S)-BOBPHOS catalysts. Tandem hydroformylation–hemiacetal formation also proceeds with good diastereoselectivity (88:12), with the hemiacetal product being hydrogenated with retention of stereochemistry to give a chiral intermediate used in the synthesis of the new antibiotic nemonoxacin.
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Diastereoselective and Branched-Aldehyde-Selective Tandem Hydroformylation–Hemiaminal Formation: Synthesis of Functionalized Piperidines and Amino Alcohols
2017Co-Authors: Rachael Pittaway, José A. Fuentes, Matthew L ClarkeAbstract:Starting from readily available allylglycine, a tandem hydroformylation–Hemiaminal formation reaction has been developed for the synthesis of chiral functionalized piperidines, with very good diastereoselectivity and branched regioselectivity using Rh/(S,S,S)-BOBPHOS catalysts. Tandem hydroformylation–hemiacetal formation also proceeds with good diastereoselectivity (88:12), with the hemiacetal product being hydrogenated with retention of stereochemistry to give a chiral intermediate used in the synthesis of the new antibiotic nemonoxacin
Rachael Pittaway - One of the best experts on this subject based on the ideXlab platform.
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diastereoselective and branched aldehyde selective tandem hydroformylation Hemiaminal formation synthesis of functionalized piperidines and amino alcohols
Organic Letters, 2017Co-Authors: Rachael Pittaway, Jose Fuentes, Matthew L ClarkeAbstract:Starting from readily available allylglycine, a tandem hydroformylation–Hemiaminal formation reaction has been developed for the synthesis of chiral functionalized piperidines, with very good diastereoselectivity and branched regioselectivity using Rh/(S,S,S)-BOBPHOS catalysts. Tandem hydroformylation–hemiacetal formation also proceeds with good diastereoselectivity (88:12), with the hemiacetal product being hydrogenated with retention of stereochemistry to give a chiral intermediate used in the synthesis of the new antibiotic nemonoxacin.
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Diastereoselective and Branched-Aldehyde-Selective Tandem Hydroformylation–Hemiaminal Formation: Synthesis of Functionalized Piperidines and Amino Alcohols
2017Co-Authors: Rachael Pittaway, José A. Fuentes, Matthew L ClarkeAbstract:Starting from readily available allylglycine, a tandem hydroformylation–Hemiaminal formation reaction has been developed for the synthesis of chiral functionalized piperidines, with very good diastereoselectivity and branched regioselectivity using Rh/(S,S,S)-BOBPHOS catalysts. Tandem hydroformylation–hemiacetal formation also proceeds with good diastereoselectivity (88:12), with the hemiacetal product being hydrogenated with retention of stereochemistry to give a chiral intermediate used in the synthesis of the new antibiotic nemonoxacin
Karlheinz Altmann - One of the best experts on this subject based on the ideXlab platform.
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a method for the stereoselective construction of the Hemiaminal center in zampanolides
Organic Letters, 2020Co-Authors: Tobias Michael Brutsch, Simone Berardozzi, Marlene L Rothe, Mariano Redondo Horcajo, Jose Fernando Diaz, Karlheinz AltmannAbstract:We have developed a new method for the stereoselective establishment of the N-acyl Hemiaminal moiety in zampanolide-type structures that involves the reaction of (Z,E)-sorbamide (3) with BINAL-H an...
Gaëlle Blond - One of the best experts on this subject based on the ideXlab platform.
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Generation and use of an equivalent of difluoroacetamide or difluoroacetate anions.
Chemistry: A European Journal, 2002Co-Authors: Gaëlle Blond, Thierry Billard, Bernard R. LangloisAbstract:Ethers of trifluoroacetaldehyde Hemiaminals can undergo dehydrofluorination under basic conditions to provide ethers of difluoroketene Hemiaminals. The latter behave as equivalents of difluoroacetamide or difluoroacetate anions towards various electrophiles, yielding a range of difluoromethylcarbonyl products.
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Trifluoromethylation of Nonenolizable Carbonyl Compounds with a Stable Piperazino Hemiaminal of Trifluoroacetaldehyde
European Journal of Organic Chemistry, 2001Co-Authors: Thierry Billard, Bernard R. Langlois, Gaëlle BlondAbstract:A new stable Hemiaminal of fluoral (1) can easily be obtained from the methyl hemiketal of fluoral and N-benzylpiperazine. This white crystalline compound can be used under basic conditions as an efficient nucleophilic trifluoromethylating reagent towards nonenolizable carbonyl compounds.
Jeannette M. García - One of the best experts on this subject based on the ideXlab platform.
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melt processable dynamic covalent poly Hemiaminal organogels as scaffolds for uv induced polymerization
Advanced Materials, 2015Co-Authors: Mareva Fevre, Gavin O. Jones, Jeannette M. García, Musan Zhang, James L. HedrickAbstract:Hemiaminal poly(ethylene glycol) (PEG)-based organogels are formulated in polymerizable solvents. The dynamic-covalent nature of the solvent-H-bonded Hemiaminal crosslinks, together with the modification of the crosslinking density of the organogels allows for temperature-dependent viscoelastic control. The shape of uncured gels can be permanently retained by templated UV-curing of the solvent, offering great promise for complex manufacturing, printing, sealants, and materials repair.
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Supramolecular motifs in dynamic covalent PEG-Hemiaminal organogels
Nature Communications, 2015Co-Authors: Gijs M. Ter Hurrne, Rudy J. Wojtecki, Gavin O. Jones, Hans W. Horn, E. W. Meijer, Curtis W. Frank, James L. Hedrick, Jeannette M. GarcíaAbstract:Dynamic covalent materials are stable materials that possess reversible behaviour triggered by stimuli such as light, redox conditions or temperature; whereas supramolecular crosslinks depend on the equilibrium constant and relative concentrations of crosslinks as a function of temperature. The combination of these two reversible chemistries can allow access to materials with unique properties. Here, we show that this combination of dynamic covalent and supramolecular chemistry can be used to prepare organogels comprising distinct networks. Two materials containing Hemiaminal crosslink junctions were synthesized; one material is comprised of dynamic covalent junctions and the other contains hydrogen-bonding bis-Hemiaminal moieties. Under specific network synthesis conditions, these materials exhibited self-healing behaviour. This work reports on both the molecular-level detail of Hemiaminal crosslink junction formation as well as the macroscopic behaviour of Hemiaminal dynamic covalent network (HDCN) elastomeric organogels. These materials have potential applications as elastomeric components in printable materials, cargo carriers and adhesives. Control of supramolecular chemistry and dynamic covalent crosslinking are ideal ways to generate soft materials with desirable mechanical behaviours. Here, the authors report on practical and computational methods used to elucidate the structural properties of PEG-Hemiaminal organogel networks.
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supramolecular motifs in dynamic covalent peg Hemiaminal organogels
Nature Communications, 2015Co-Authors: Courtney H Fox, Rudy J. Wojtecki, Gavin O. Jones, Hans W. Horn, E. W. Meijer, Curtis W. Frank, James L. Hedrick, Gijs M Ter Hurrne, Jeannette M. GarcíaAbstract:Dynamic covalent materials are stable materials that possess reversible behaviour triggered by stimuli such as light, redox conditions or temperature; whereas supramolecular crosslinks depend on the equilibrium constant and relative concentrations of crosslinks as a function of temperature. The combination of these two reversible chemistries can allow access to materials with unique properties. Here, we show that this combination of dynamic covalent and supramolecular chemistry can be used to prepare organogels comprising distinct networks. Two materials containing Hemiaminal crosslink junctions were synthesized; one material is comprised of dynamic covalent junctions and the other contains hydrogen-bonding bis-Hemiaminal moieties. Under specific network synthesis conditions, these materials exhibited self-healing behaviour. This work reports on both the molecular-level detail of Hemiaminal crosslink junction formation as well as the macroscopic behaviour of Hemiaminal dynamic covalent network (HDCN) elastomeric organogels. These materials have potential applications as elastomeric components in printable materials, cargo carriers and adhesives.