96482-63-2Relevant academic research and scientific papers
Synthetic and mechanistic studies in enantioselective allylic substitutions catalysed by palladium complexes of a modular class of axially chiral quinazoline-containing ligands
Carroll, Anne-Marie,McCarthy, Mary,Lacey, Patrick M.,Saunders, Cormac P.,Connolly, David J.,Farrell, Annette,Rokade, Balaji V.,Goddard, Richard,Fristrup, Peter,Norrby, Per-Ola,Guiry, Patrick J.
, (2019/12/09)
The application of palladium complexes of a modular series of axially chiral phosphinamine ligands, the Quinazolinaps, to the enantioselective alkylation of 1,3-diphenyl-2-propenyl acetate with dimethyl malonate and methyl dimethyl malonate is described.
A d -Camphor-Based Schiff Base as a Highly Efficient N,P Ligand for Enantioselective Palladium-Catalyzed Allylic Substitutions
Liu, Qiao-Ling,Chen, Weifeng,Jiang, Qun-Ying,Bai, Xing-Feng,Li, Zhifang,Xu, Zheng,Xu, Li-Wen
, p. 1495 - 1499 (2016/05/02)
New Schiff bases derived from chiral d-camphor were determined to be effective phosphine ligands for the asymmetric palladium-catalyzed allylic alkylation of activated methylene compounds, the allylic etherification of alcohols, and the allylic amination of primary amines or secondary amines, in which the corresponding products with various functional groups were achieved in good yields with excellent enantioselectivities (up to >99 % ee). Remarkably, the palladium catalyst derived from Schiff base L2 afforded the highest level of enantioselectivity reported to date for allylic substitution reactions, including allylic etherification and allylic amination, which revealed the privileged role of d-camphor-derived Schiff bases in palladium-catalyzed allylic substitution reactions.
Conformational Preferences of a Tropos Biphenyl Phosphinooxazoline-a Ligand with Wide Substrate Scope
Bellini, Rosalba,Magre, Marc,Biosca, Maria,Norrby, Per-Ola,Pàmies, Oscar,Diéguez, Montserrat,Moberg, Christina
, p. 1701 - 1712 (2016/03/15)
Excellent enantioselectivities are observed in palladium-catalyzed allylic substitutions of a wide range of substrate types and nucleophiles using a bidentate ligand composed of oxazoline and chirally flexible biaryl phosphite elements. This unusually wid
Highly versatile Pd-thioether-phosphite catalytic systems for asymmetric allylic alkylation, amination, and etherification reactions
Coll, Merce,Pamies, Oscar,Dieguez, Montserrat
supporting information, p. 1892 - 1895 (2014/05/06)
A Pd-furanoside thioether-phosphite catalytic system that can create new C-C, C-N, and C-O bonds in several substrate types using a wide range of nucleophiles in high yields and enantioselectivities has been identified. Of particular note are the excellent enantioselectivities obtained in the etherification of linear and cyclic substrates. The potential application of the new Pd-thioether-phosphite catalytic systems was also demonstrated by the synthesis of the chiral carbo- and heterocycles.
Preparation of quarternary ammonium salt-tagged ferrocenylphosphine-imine ligands and their application to palladium-catalyzed asymmetric allylic substitution
Yuan, Hao,Zhou, Zhiming,Xiao, Jiangliang,Liang, Lixuan,Dai, Li
experimental part, p. 1874 - 1884 (2010/11/16)
A series of novel quarternary ammonium salt-modified chiral ferrocenylphosphine-imine ligands have been synthesized and the molecular structure of BIT5 has been determined by single-crystal X-ray diffraction. The applicability of these ligands in asymmetric C*C and C*N bond formation was demonstrated. High enantioselectivity was obtained in the Pd-catalyzed asymmetric substitution of 1,3-diphenyl- 2-propenyl acetate, with dimethyl malonate (up to 94.6% ee) and benzylamine (up to 92.6% ee).
Imidate-phosphanes as highly versatile N,P Ligands and their application in palladium-catalyzed asymmetric allylic alkylation reactions
Noel, Timothy,Bert, Katrien,Van Der Eycken, Erik,Van Der Eycken, Johan
supporting information; experimental part, p. 4056 - 4061 (2010/09/18)
Chiral imidate-phosphanes were developed as a new type of N,P ligands. These ligands are easily accessible through a one-step procedure starting from a commercially available chiral aminophosphane and an imidate precursor. Excellent performance of the cat
Chiral phosphaalkene - Oxazoline ligands for the palladium-catalyzed asymmetric allylic alkylation
Dugal-Tessier, Julien,Dake, Gregory R.,Gates, Derek P.
supporting information; experimental part, p. 4667 - 4669 (2010/12/24)
Enantioselective catalysis in moderate to excellent yields and ee's has been accomplished using a phosphaalkene-based ligand system. Specifically, the palladium-catalyzed allylic alkylation of 1,3-diphenyl-2-propenyl acetate using a chiral P(sp2/sup
t-Bu-QuinoxP* ligand: Applications in asymmetric Pd-catalyzed allylic substitution and Ru-catalyzed hydrogenation
Imamoto, Tsuneo,Nishimura, Miwako,Koide, Aya,Yoshida, Kazuhiro
, p. 7413 - 7416 (2008/02/11)
(Chemical Equation Presented) The potential of the t-Bu-QuinoxP* ligand (1) as a chiral ligand in asymmetric synthesis was examined. The ligand exhibited good to excellent asymmetric induction in Pd-catalyzed asymmetric allylic substitution of 1,3-diphenyl-2-propenyl acetate (up to 98.7% ee) and in Ru-catalyzed asymmetric hydrogenation of ketones (up to 99.9% ee).
New chiral diamino-bis(tert-thiophene): An effective ligand for Pd- and Zn-catalyzed asymmetric transformations
Bandini, Marco,Melucci, Manuela,Piccinelli, Fabio,Sinisi, Riccardo,Tommasi, Simona,Umani-Ronchi, Achille
, p. 4519 - 4521 (2008/04/01)
Enantiomerically pure diamino-bis(tert-thiophene) 1b proved to be a valuable and flexible chiral ligand for Pd- and Zn-catalyzed transformations, allowing for high levels of stereocontrol in asymmetric allylic alkylation (ee up to 99%) and hydrosilylation
Controlling stereochemical outcomes of asymmetric processes by catalyst remote molecular functionalizations: Chiral diamino-oligothiophenes (DATs) as ligands in asymmetric catalysis
Albano, Vincenzo Giulio,Bandini, Marco,Barbarella, Giovanna,Melucci, Manuela,Monari, Magda,Piccinelli, Fabio,Tommasi, Simona,Umani-Ronchi, Achille
, p. 667 - 675 (2007/10/03)
The synthesis, characterization, and structure-guided application of a new class of highly versatile chiral C2-symmetric diamine-oligothiophene ligands in Pd-catalyzed asymmetric transformations are presented. Experimental investigations of the
