The Experts below are selected from a list of 687 Experts worldwide ranked by ideXlab platform
Jian Wang - One of the best experts on this subject based on the ideXlab platform.
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amine catalyzed enantioselective 1 3 dipolar cycloadditions of aldehydes to c n cyclic azomethine imines
ChemInform, 2014Co-Authors: Jian Wang, Wenjun Li, Zhiyun Du, Kun ZhangAbstract:The reactions between diversely substituted C,N-cyclic azomethine imines and aldehydes proceed smoothly in the presence of a chiral Prolinol silyl ether catalyst, providing the C-1 substituted tetrahydroisoquinolines in a highly stereoselective fashion.
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amine catalyzed enantioselective 1 3 dipolar cycloadditions of aldehydes to c n cyclic azomethine imines
Chemistry: A European Journal, 2014Co-Authors: Jian Wang, Wenjun Li, Zhiyun Du, Kun ZhangAbstract:: Amine-catalyzed enantioselective 1,3-dipolar cycloadditions of aldehydes to C,N-cyclic azomethine imines were developed. The reactions between diversely substituted C,N-cyclic azomethine imines and aldehydes proceeded smoothly in the presence of chiral Prolinol silyl ether catalyst and gave the C-1-substituted tetrahydroisoquinolines in a highly stereoselective manner. These tetrahydroisoquinolines could be efficiently transformed to several other useful polycyclic frameworks.
Wenjun Li - One of the best experts on this subject based on the ideXlab platform.
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amine catalyzed enantioselective 1 3 dipolar cycloadditions of aldehydes to c n cyclic azomethine imines
ChemInform, 2014Co-Authors: Jian Wang, Wenjun Li, Zhiyun Du, Kun ZhangAbstract:The reactions between diversely substituted C,N-cyclic azomethine imines and aldehydes proceed smoothly in the presence of a chiral Prolinol silyl ether catalyst, providing the C-1 substituted tetrahydroisoquinolines in a highly stereoselective fashion.
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amine catalyzed enantioselective 1 3 dipolar cycloadditions of aldehydes to c n cyclic azomethine imines
Chemistry: A European Journal, 2014Co-Authors: Jian Wang, Wenjun Li, Zhiyun Du, Kun ZhangAbstract:: Amine-catalyzed enantioselective 1,3-dipolar cycloadditions of aldehydes to C,N-cyclic azomethine imines were developed. The reactions between diversely substituted C,N-cyclic azomethine imines and aldehydes proceeded smoothly in the presence of chiral Prolinol silyl ether catalyst and gave the C-1-substituted tetrahydroisoquinolines in a highly stereoselective manner. These tetrahydroisoquinolines could be efficiently transformed to several other useful polycyclic frameworks.
Janine Cossy - One of the best experts on this subject based on the ideXlab platform.
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access to optically active 3 substituted piperidines by ring expansion of Prolinols and derivatives
Chemistry: A European Journal, 2014Co-Authors: Domingo Gomez Pardo, Janine CossyAbstract:: The ring expansion of Prolinols via an aziridinium intermediate gives C3-substituted piperidines in good yields and enantiomeric excess, the substituent at the C3 position being derived from the most reactive nucleophile in the reaction mixture. Depending on the nucleophile, the reaction proceeds under thermodynamic or kinetic control. The regioselectivity of attack of nucleophiles on the aziridinium intermediate depends on the nature of the substituents on the nitrogen atom and the C4 position of the starting Prolinols.
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access to optically active 3 aminopiperidines by ring expansion of Prolinols thermodynamic versus kinetic control
European Journal of Organic Chemistry, 2012Co-Authors: Anne Cochi, Domingo Gomez Pardo, Janine CossyAbstract:3-Aminopiperidines are of great interest because they can possess a wide range of biological activity depending on the nitrogen substituents. Different approaches their synthesis are presented and the most efficient is a ring expansion of Prolinols induced by XtalFluor-E (diethylaminodifluorosulfinium tetrafluoroborate) in the presence of tetrabutylammonium azide, via an aziridinium intermediate, followed by the reduction of the corresponding azide. Under kinetic conditions, a 2-(azidomethyl)pyrrolidine/3-azidopiperidine ratio of 0:100 can be attained depending on the substituents present on the Prolinol.
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synthesis of optically active substituted 3 fluoropiperidines from Prolinols by using dast
Synlett, 2007Co-Authors: Ingrid Dechamps, Domingo Gomez Pardo, Janine CossyAbstract:The treatment of optically active Prolinols with DAST produces optically active 3-fluoropiperidines via aziridinium intermediates.
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a formal synthesis of paroxetine by enantioselective ring enlargement of a trisubstituted Prolinol
European Journal of Organic Chemistry, 2002Co-Authors: Janine Cossy, Domingo Gomez Pardo, Olivier Mirguet, Jeanroger DesmursAbstract:A ring expansion and a radical dehalogenation have been used as the key steps in a formal total synthesis of (−)-paroxetine. The substituted piperidine ring precursor of (−)-paroxetine was generated by means of a stereoselective ring expansion of Prolinol. (© Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002)
Tsutomu Fujita - One of the best experts on this subject based on the ideXlab platform.
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development of chiral s Prolinol derived ligands for palladium catalyzed asymmetric allylic alkylation effect of a siloxymethyl group on the pyrrolidine backbone
Journal of Organic Chemistry, 2004Co-Authors: Youichi Tanaka, Takashi Mino, Koji Akita, Masami Sakamoto, Tsutomu FujitaAbstract:A series of novel chiral aminophosphine ligands are designed and readily prepared from (S)-Prolinol. The reactivity and selectivity in the palladium-catalyzed asymmetric allylic alkylation of 1,3-d...
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palladium catalyzed asymmetric allylic alkylation using chiral Prolinol derived aminophosphine ligands
Heterocycles, 2003Co-Authors: Takashi Mino, Youichi Tanaka, Koji Akita, Masami Sakamoto, Tsutomu FujitaAbstract:Palladium-catalyzed asymmetric allylic alkylation of 1,3-diphenyl-2-propenyl acetate (4) with a dimethyl malonate-BSA-LiOAc system has been successfully carried out in the presence of a new chiral Prolinol-derived aminophosphine ligand (3e) in good yield with good enantioselectivity (up to 96% ee).
Zuogang Huang - One of the best experts on this subject based on the ideXlab platform.
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chiral p o ligands derived from n o phenylene Prolinols for palladium catalyzed asymmetric allylic alkylation
Tetrahedron Letters, 2007Co-Authors: Biao Jiang, Zuogang HuangAbstract:CuI-catalyzed N,O-arylation of (S)-Prolinols and 1-bromo-2-iodobenzene afforded cyclic N,O-(1,2-phenylene)Prolinols, and subsequent ortho-lithiation and phosphination provided a new type of chiral P,O-ligands. Their palladium-complex-catalyzed asymmetric allylic alkylation of dimethyl malonate with 1,3-diphenyl 2-propenyl acetate gave high yields and good enantioselectivities.
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Preparation of N-phenyl-(S)-Prolinol-derived P,N-ligands and their application in Pd-catalyzed asymmetric allylic alkylation
Tetrahedron-asymmetry, 2006Co-Authors: Biao Jiang, Zuogang Huang, Ke-jun ChengAbstract:Abstract Several NPN-type ligands bearing two chiral pyrrolidinyl groups derived from N-phenyl-(S)-Prolinol were prepared by two synthetic methods. Their palladium-complex-catalyzed asymmetric allylic alkylation of malonates with 1,3-diphenyl 2-propenyl acetate delivered the products with good to high enantioselectivities (84–97% ee), including an optically active fluorine-containing compound.
