- Pd-Catalyzed Asymmetric Allylic Cycloaddition of N-Containing Allylic Carbonates with Isocyanates
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An efficient method for the enantioselective synthesis of cyclic ureas has been developed through Pd-catalyzed asymmetric allylic cycloaddition of readily accessible nitrogen-containing allylic carbonates with isocyanates. By using a palladium complex in
- Khan, Ijaz,Shah, Babar Hussain,Zhao, Can,Xu, Feng,Zhang, Yong Jian
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- Rhodium-Catalyzed Asymmetric Intramolecular Hydroamination of Allenes
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The rhodium-catalyzed asymmetric intramolecular hydroamination of sulfonyl amides with terminal allenes is reported. It provides selective access to 5- and 6-membered N-heterocycles, scaffolds found in a large range of different bioactive compounds. Moreover, gram scale reactions, as well as the application of suitable product transformations to natural products and key intermediates thereof are demonstrated.
- Berthold, Dino,Geissler, Arne G. A.,Giofré, Sabrina,Breit, Bernhard
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supporting information
p. 9994 - 9997
(2019/07/04)
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- Method of manufacturing compds. Allylnaphthol
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PROBLEM TO BE SOLVED: To provide a method for producing allyl compounds by dehydrative allylation of allyl alcohols and the like in the presence of a catalyst system consisting of a catalyst precursor and a ligand. SOLUTION: In the method for producing allyl compounds: the catalyst precursor consisting of a complex compound having a ruthenium atom is mixed with an (S, S) or (R, R) type ligand having a specific structure; and then, the allyl alcohols and a substrate are mixed to be reacted with each other. In the allyl alcohols: a carbon atom and a hydrogen atom are connected to a carbon atom in the third position or a carbon atom is connected to a carbon atom in the first position; and these carbon atoms are sp2or sp hybridized carbon atoms or these carbon atoms are connected to carbon atoms only. The substrate is a cyclic compound having carbonyl groups in the first and third positions and having a carbon atom in the second position wherein the carbon atom is connected to a carbon atom or a hydrogen atom. COPYRIGHT: (C)2013,JPO&INPIT
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Paragraph 0058; 0059; 0067
(2018/08/23)
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- Enantioselective synthesis of N-heterocycles via intramolecular Pd(0)-catalysed allylic amination
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An efficient and stereoselective synthesis of pyrrolidine-, piperidine-, and azepane-type N-heterocycles is described by the intramolecular Pd(0)-catalysed cyclisation of amino allylic carbonates. The use of chiral ligands gave the corresponding heterocyclic derivatives having er values that were from moderate to good.
- Olszewska, Beata,Kryczka, Bogus?aw,Zawisza, Anna
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p. 9551 - 9556
(2013/10/22)
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- Asymmetric synthesis of optically active 2-vinylpyrrolidines and 2-vinylpiperidines by palladium-catalysed cyclisation of amino allylic carbonates
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Optically active 2-vinylpyrrolidines and 2-vinylpiperidines were synthesised from the corresponding amino allylic carbonates via palladium-catalysed cyclisation. The use of chiral ligands gave the corresponding pyrrolidine and piperidine derivatives havin
- Olszewska, Beata,Kryczka, Bogus?aw,Zawisza, Anna
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p. 6826 - 6829
(2013/01/15)
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- Asymmetric dehydrative C-, N-, and O-allylation using Naph-diPIM-dioxo-i- Pr-CpRu/p-TsOH combined catalyst
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(S,S)- or (R,R)-Naph-diPIM-dioxo-i-Pr-CpRu(II) complex with a Bronsted acid catalyzes dehydrative intermolecular C-allylation with high enantio- and regioselectivity. The new soft Ru/hard H+ combined catalyst can also be used for intramolecular C-, N-, and O-allylations, giving nearly enantiomerically pure α-alkenyl-substituted cyclic compounds. As water is only the co-product, the synthetic process can be readily scaled up. Georg Thieme Verlag Stuttgart New York.
- Miyata, Kengo,Kitamura, Masato
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experimental part
p. 2138 - 2146
(2012/09/22)
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- Stereoselective synthesis of cis-2,5-disubstituted pyrrolidines via Wacker-type aerobic oxidative cyclization of alkenes with tert-butanesulfinamide nucleophiles
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Palladium(II)-catalyzed aerobic oxidative cyclization of alkenes with tethered tert-butanesulfinamides furnishes enantiopure 2,5-disubstituted pyrrolidines, originating from readily available and easily diversified starting materials. These reactions are the first reported examples of metal-catalyzed addition of sulfinamide nucleophiles to alkenes.
- Redford, Joanne E.,McDonald, Richard I.,Rigsby, Matthew L.,Wiensch, Joshua D.,Stahl, Shannon S.
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p. 1242 - 1245
(2012/05/20)
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- A chiral bidentate sp2-N ligand, naph-diPIM: Application to CpRu-catalyzed asymmetric dehydrative C-, N-, and O-allylation
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A handy new ligand: The CpRu complex (Cp=cyclopentadienyl) of a new type of chiral bisamidine ligand with a naphtho[1,2-b:7,8-b]dipyrroloimidazole (Naph-diPIM) skeleton with a Bronsted acid efficiently catalyzes dehydrative intermolecular C-allylation with high enantio- and regioselectivity. The catalytic system also gives nearly enantiomerically pure cycloalkanes and N- and O-heterocycles with a substrate/catalyst ratios of up to 10 000.
- Miyata, Kengo,Kutsuna, Hironori,Kawakami, Sho,Kitamura, Masato
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p. 4649 - 4653
(2011/06/27)
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