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1995-1-1Pergamon 0957-4166(94)00349-1 Tetrahedron: Asymmetry Vol 6 No 1 pp 51-54 1995 Elsevier Science Ltd Printed in Great Britain 0957-4166/95 $9 50+0 00 Palladium-Catalyzed Asymmetric Allylic Amination Using Novel Types of Chiral Bisphosphine Ligands (BHMPs)I Akira YAMAZAKI and Kazuo ACHIWA* School of Pharmaceutical Science University of Shizuoka 52-1 Yada Shizuoka
2014-6-18These initial discoveries paves the way for further development of the palladium catalyzed allylic C-H alkylation Recent results from related transformations i e preparation of syn-1 3-amino alcohol motifs by allylic C-H amination [20] synthesis of complex allylic esters via C-H oxidation [21] or
2019-5-25A Pd-catalyzed asymmetric allylic amination using aspartic acid derived P-chirogenic diaminophosphine oxides (DIAPHOXs) is described Asymmetric allylic amination of both linear and cyclic substrates proceeded at room temperature to give the chiral allylic amines in 72−99% ee
2019-12-12Palladium-catalyzed allylic amination using aqueous ammonia for the preparation of primary amines has been realized It is noteworthy that the use of aqueous ammonia is essential and that ammonia gas did not react at all The first catalytic asymmetric synthesis using aqueous ammonia as a nitrogen source has also been demonstrated
4 1 1 Allylic Amination and Etherification of Allylic Alcohol Derivatives 4 1 2 Reaction of π -Allyl Intermediates Much effort has been devoted on controlling the regioselectivity and enantioselectivity in allylic substitution of substrates 1 or 2 (Scheme (PageIndex{1})) The palladium-catalyzed allylic substitution is versatile however the (E)-linear product 3 is often formed
2020-8-9Org Lett 2003 5 1809–1812 Asymmetric Rearrangement of Prochiral Allylic Alcohols to Chiral Allylic Amines J Org Chem 2005 70 (2) pp 648–657 Asymmetric Synthesis of Chiral Allylic Amines J Am Chem Soc 2009 131 4200-4201 Palladium-Catalyzed Allylic Amination Using
The effects of N1-substituents to the reaction rate yield and asymmetric induction in palladium-catalyzed asymmetric allylic amination have been discussed In addition the enhancement of enantioselectivity due to the presence of an oxygen atom in ligands with a N-MOM or a
2019-3-10A Pd-catalyzed asymmetric allylic amination of 4-substituted 2-acetoxybut-3-enoates with amines has been developed for the regiospecific synthesis of chiral α β-unsaturated γ-amino esters The desired chiral aminated products can be obtained in up to 98% yield and 99% ee and can be conveniently transformed to chiral γ-amino acid/alcohol derivatives and chiral γ-lactams which can
2017-12-23Pd-catalyzed asymmetric allylic alkylation of the glycine imino ester 1a has been developed using a chiral quaternary ammonium salt 3d without chiral phosphine ligands The proper choice of the achiral Pd ligand P(OPh)3 is important to achieve high enantioselectivity By this method with the dual catalysts numerous enantiomerically enriched α-allylic amino acids 4a−h could be prepared
Enantioselective Formal Synthesis of Nectrisine Using a Palladium-Catalyzed Asymmetric Allylic Amination and Cross-Metathesis as Key Steps By M Isabel Abstract Enantioselective Formal Synthesis of Nectrisine Using a Palladium-Catalyzed Asymmetric Allylic Amination and Cross-Metathesis as Key StepsDOI: 10 1021/acs joc 6b00494 URL: http
2020-4-30Phosphoramidite derivatives of the optically active diols were applied to Pd-catalyzed asymmetric allylic amination using 1 3-diphenylallyl acetate and benzylamine with moderate enantioselectivity Optically active ( S )-(+)- and ( R )-(−)-10 10′-spirobi[10 H -phenoxasilin]-1 1′-diols were synthesized by the transesterification of their
2020-4-7Therefore in this review article a variety of chiral inductors or ligands have been focused for palladium catalyzed asymmetric allylic alkylation (Tsuji-Trost allylation) and in this regard recently reported literature (2013-2017) has been described
Mechanism-Based Optimization of the Palladium-Catalyzed Amination of Aryl Triflates Full Text HTML PDF (76 kb) Enantioselective Allylic Alkylation of β α-Unsaturated α-Amino Nitriles Iridium-Catalyzed Asymmetric Allylic O-Alkylation of Ketones Full Text HTML PDF (77 kb) Iron-Catalyzed
Palladium(0)-Catalyzed Difunctionalization of 1 3-Dienes: From Racemic to Enantioselective catalytic asymmetric function-alization of allylic C–H bonds and enantioselective total synthesis of natural products Heck/intramolecular allylic amination reaction using amino group tethered 1 3-dienes and aryltriflates as substrates
Palladium-catalyzed asymmetric allylic amination of racemic butadiene monoxide with isatin derivatives In this paper a palladium-catalyzed asymmetric allylic amination of racemic butadiene monoxide with isatin derivatives using a chiral phosphoramidite olefin hybrid ligand has been successfully developed under mild conditions A variety of
A palladium-catalyzed allylic amination enables an asymmetric synthesis of α α-disubstituted allylic N-arylamines from highly modular vinyl cyclic carbonates and unactivated aromatic amine nucleophiles The catalytic process features minimal waste production high asymmetric induction and
4 1 1 Allylic Amination and Etherification of Allylic Alcohol Derivatives 4 1 2 Reaction of π -Allyl Intermediates Much effort has been devoted on controlling the regioselectivity and enantioselectivity in allylic substitution of substrates 1 or 2 (Scheme (PageIndex{1})) The palladium-catalyzed allylic substitution is versatile however the (E)-linear product 3 is often formed
2020-4-30Phosphoramidite derivatives of the optically active diols were applied to Pd-catalyzed asymmetric allylic amination using 1 3-diphenylallyl acetate and benzylamine with moderate enantioselectivity Optically active ( S )-(+)- and ( R )-(−)-10 10′-spirobi[10 H -phenoxasilin]-1 1′-diols were synthesized by the transesterification of their
2019-5-26ChemInform Abstract: Palladium-Catalyzed Asymmetric Allylic Amination Using Ferrocenyl Pyrazole Ligands: Steric Control of η3-Allyl Configuration and Site-Selective Nucleophilic Attack ChemInform 1996 27 no-no DOI: 10 1002/chin 199624051 Wanbin Zhang Toshikazu Hirao
Spiroketal backbone based diphosphine ligands (SKP) were disclosed to be highly efficient and enantioselective (94 → 99% ee) in the palladium catalyzed asymmetric allylic amination of 2-diethylphosphonate-substituted allylic acetates affording a series of chiral β-aminophosphonates bearing an α-methylene fu
2020-8-9Org Lett 2003 5 1809–1812 Asymmetric Rearrangement of Prochiral Allylic Alcohols to Chiral Allylic Amines J Org Chem 2005 70 (2) pp 648–657 Asymmetric Synthesis of Chiral Allylic Amines J Am Chem Soc 2009 131 4200-4201 Palladium-Catalyzed Allylic Amination Using
Palladium-catalyzed asymmetric allylic amination Developpment and synthetic applications Autores: Sebastien Soriano Istat Directores de la Tesis: Sergio Castilln Miranda (dir tes ) Yolanda Daz Gimnez (codir tes Lectura: En la Universitat Rovira i Virgili ( Espaa ) en 2015
2015-5-28In this paper a palladium-catalyzed asymmetric allylic amination of racemic butadiene monoxide with isatin derivatives using a chiral phosphoramidite olefin hybrid ligand has been successfully developed under mild conditions A variety of chiral amino alcohols were afforded in 55-87% yields with 10/1-20/1 regioselectivity ratios and 80-97% ees
Palladium-catalyzed asymmetric allylic amination Developpment and synthetic applications Autores: Sebastien Soriano Istat Directores de la Tesis: Sergio Castilln Miranda (dir tes ) Yolanda Daz Gimnez (codir tes Lectura: En la Universitat Rovira i Virgili ( Espaa ) en 2015
Mechanism-Based Optimization of the Palladium-Catalyzed Amination of Aryl Triflates Full Text HTML PDF (76 kb) Enantioselective Allylic Alkylation of β α-Unsaturated α-Amino Nitriles Iridium-Catalyzed Asymmetric Allylic O-Alkylation of Ketones Full Text HTML PDF (77 kb) Iron-Catalyzed
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