Enantioselective allylic substitution of cyclic substrates by catalysis with palladium complexes of P,N-chelate ligands with a cymantrene unit

被引：0

作者：

Kudis, S ^{[1
]}

Helmchen, G ^{[1
]}

机构：

[1] Univ Heidelberg, Inst Organ Chem, D-69120 Heidelberg, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 1998年 / 37卷 / 21期

关键词：

allyl complexes; asymmetric catalysis; ligand effects; N ligands; P ligands; palladium;

D O I：

10.1002/(SICI)1521-3773(19981116)37:21<3047::AID-ANIE3047>3.0.CO;2-J

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Mechanistic considerations made a decisive contribution to the development of new chiral P,N ligands L* containing tricarbonylcyclopentadienylmanganese (cymantrene). These ligands induce very high enantioselectives (>99:1) in allylic substitutions of cyclic substrates 1 with formation of 2 (2-Bp = 2-biphenylyl).

引用

页码：3047 / 3050

页数：4

共 45 条

[31] The synthesis of novel C2-symmetric P,N-chelation ruthenocene ligands and their application in palladium-catalyzed asymmetric allylic substitution
Liu, Delong
Xie, Fang
Zhang, Wanbin
TETRAHEDRON LETTERS, 2007, 48 (04) : 585 - 588
[32] Substitution reactions between bis-chelate ligands in palladium(II) alkenyl complexes: an unusual way to form unstable trans-P complexes. A study on the isomerization mechanism
Canovese, Luciano
Visentin, Fabiano
Chessa, Gavino
Santo, Claudio
Dolmella, Alessandro
DALTON TRANSACTIONS, 2009, (43) : 9475 - 9485
[33] Highly regio- and enantioselective palladium-catalyzed allylic alkylation and amination of dienyl esters with 1,1′-P,N-ferrocene ligands
Zheng, WH
Sun, N
Hou, XL
ORGANIC LETTERS, 2005, 7 (23) : 5151 - 5154
[34] Sterically Demanding Planar Chiral P,N Ligands by Diastereoselective Ortho Lithiation of Pentaphenylferrocenyloxazolines and Their Application to Palladium-Catalyzed Substitutions with Cyclic Allylic Acetates
Garcia, Marta Ayerbe
Frey, Wolfgang
Peters, Rene
ORGANOMETALLICS, 2014, 33 (04) : 1068 - 1078
[35] Pyranoside Phosphite-Oxazoline Ligand Library: Highly Efficient Modular P,N Ligands for Palladium-Catalyzed Allylic Substitution Reactions. A Study of the Key Palladium Allyl Intermediates
Mata, Yvette
Pamies, Oscar
Dieguez, Montserrat
ADVANCED SYNTHESIS & CATALYSIS, 2009, 351 (18) : 3217 - 3234
[36] Chiral 8-amino substituted 2-phenyl-5,6,7,8-tetrahydro-6,6-dimethylmethanoquinolines as chiral ligands for enantioselective catalysis: Palladium catalysed allylic substitution and addition of diethylzinc to benzaldehyde
Chelucci, G
Pinna, GA
Saba, A
TETRAHEDRON-ASYMMETRY, 1997, 8 (15) : 2571 - 2578
[37] Ugi amine-derived P,N- and P,P-ligands with N-alkyltriethoxysilyl tethers: synthesis and evaluation of mesoporous silica-supported Pd complexes in asymmetric allylic substitution reactions
Kultyshev, Roman G.
Miyazawa, Akira
TETRAHEDRON, 2011, 67 (11) : 2139 - 2148
[38] Chiral 8-amino substituted 2-phenyl-5,6,7,8-tetrahydro-6,6-dimethyl- @ methanoquinolines as chiral ligands for enantioselective catalysis: palladium catalysed allylic substitution and addition of diethylzinc to benzaldehyde
Tetrahedron: Asymmetry, 8 (15):
[39] Chiral bidentate bis(N-heterocyclic carbene)-based palladium complexes bearing carboxylate ligands: Highly effective catalysts for the enantioselective conjugate addition of arylboronic acids to cyclic enones
Zhang, Tao
Shi, Min
CHEMISTRY-A EUROPEAN JOURNAL, 2008, 14 (12) : 3759 - 3764
[40] Metal complexes of biologically important ligands, part CLXIV -: Aryl phosphine nickel(II) and palladium(II) complexes with N,O-amino-carboxylate chelate ligands [(Aryl)(R3P)M(N,O-α-aminocarboxylate)] (M = Ni, Pd).: Catalysts for the polymerization of olefins
Ponikwar, Walter
Mihan, Shahrarn
Suenkel, Karlheinz
Beck, Wolfgang
ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE, 2006, 632 (14): : 2299 - 2304

← 1 2 3 4 5 →