Heterocyclic Lithium Amides as Chiral Ligands for an Enantioselective Hydroxyalkylation withn-BuLi

2008 ◽  
Vol 73 (14) ◽  
pp. 5397-5409 ◽  
Author(s):  
Nicolas Duguet ◽  
Sylvain M. Petit ◽  
Philippe Marchand ◽  
Anne Harrison-Marchand ◽  
Jacques Maddaluno
Keyword(s):  
Chiral Ligands ◽  
Lithium Amides

Ab initio theoretical study of 3-aminopyrrolidines lithium amides as chiral ligands for butyllithium

1997 ◽  
Vol 549 (1-2) ◽  
pp. 81-88 ◽  
Author(s):  
Catherine Fressigné ◽  
Aline Corruble ◽  
Jean-Yves Valnot ◽  
Jacques Maddaluno ◽  
Claude Giessner-Prettre
Keyword(s):  
Ab Initio ◽  
Theoretical Study ◽  
Chiral Ligands ◽  
Lithium Amides

3-Aminopyrrolidine lithium amides as chiral ligands for alkyllithium derivatives: Synthesis, NMR analysis, and computational study of their mixed aggregates

2006 ◽  
Vol 78 (2) ◽  
pp. 321-331 ◽  
Author(s):  
Anne Harrison-Marchand ◽  
Jean-Yves Valnot ◽  
Aline Corruble ◽  
Nicolas Duguet ◽  
Hassan Oulyadi ◽  
...  
Keyword(s):  
Computational Study ◽  
Ligand Design ◽  
Model Reaction ◽  
Chiral Ligands ◽  
Nmr Analysis ◽  
Simplified Models ◽  
Lithium Amides ◽  
Mixed Aggregates

An overview of the role of 3-aminopyrrolidine lithium amides (3-APLi's) as chiral ligands for alkyllithiums (AlkLi's) is presented. Synthetic developments as well as NMR characterizations and computational interpretations have been simultaneously and complementarily conducted to improve the ligand design for a model reaction that is the condensation of AlkLi's on o-tolualdehyde, for which enantiomeric excesses up to 80 % were obtained. This study describes the whole chain going from the synthesis of the chiral 3-aminopyrrolidines (3-APs) (18 different 3-APs synthesized) to the characterization of the noncovalent mixed aggregates resulting from the interaction between the organolithium partners (3-APLi:AlkLi). Finally, the docking of the aldehyde on one lithium of the aggregate was analyzed by theoretical means on simplified models, in an attempt to understand the structure of the fully loaded pretransition complexes.

3-Aminopyrrolidine Lithium Amides as Chiral Ligands for Alkyllithium Derivatives: Synthesis, NMR Analysis, and Computational Study of Their Mixed Aggregates

ChemInform ◽  
2006 ◽  
Vol 37 (33) ◽  
Author(s):  
Anne Harrison-Marchand ◽  
Jean-Yves Valnot ◽  
Aline Corruble ◽  
Nicolas Duguet ◽  
Hassan Oulyadi ◽  
...  
Keyword(s):  
Computational Study ◽  
Chiral Ligands ◽  
Nmr Analysis ◽  
Lithium Amides ◽  
Mixed Aggregates

Synthesis of Axially Chiral 2,2’-Bisphosphobiarenes via a Nickel-Catalyzed Asymmetric Ullmann Coupling: General Access to Privileged Chiral Ligands without Optical Resolution

2020 ◽  
Author(s):  
Ziqing Zuo ◽  
Raphael Kim ◽  
Donald Watson
Keyword(s):  
Optical Resolution ◽  
Chiral Ligands ◽  
Chiral Auxiliaries ◽  
Axially Chiral ◽  
Ullmann Coupling

<div><p>We report an asymmetric Ullmann-type homocoupling of <i>ortho-</i>(iodo)arylphosphine oxides and <i>ortho</i>-(iodo)arylphosphonates that results in highly enantioenriched axially chiral bisphosphine oxides and bisphosphonates in good yields and excellent enantioselectivities. These products are readily converted to enantioenriched biaryl bisphosphines without need for chiral auxiliaries or optical resolution. This process provides a straightforward and practical route for the development of previously uninvestigated atroposelective biaryl bisphosphine ligands.</p></div>

Novel Chiral Ligands for Palladium-catalyzed Asymmetric Allylic Alkylation/ Asymmetric Tsuji-Trost Reaction: A Review

2019 ◽  
Vol 23 (11) ◽  
pp. 1168-1213 ◽  
Author(s):  
Samar Noreen ◽  
Ameer Fawad Zahoor ◽  
Sajjad Ahmad ◽  
Irum Shahzadi ◽  
Ali Irfan ◽  
...  
Keyword(s):  
Asymmetric Catalysis ◽  
Enantioselective Synthesis ◽  
Chiral Ligands ◽  
Allylic Alkylation ◽  
Research Groups ◽  
Asymmetric Allylic Alkylation ◽  
Catalytic Potential ◽  
Long Time ◽  
Palladium Catalyzed ◽  
Alkylation Reactions

Background: Asymmetric catalysis holds a prestigious role in organic syntheses since a long time and chiral inductors such as ligands have been used to achieve the utmost desired results at this pitch. The asymmetric version of Tsuji-Trost allylation has played a crucial role in enantioselective synthesis. Various chiral ligands have been known for Pdcatalyzed Asymmetric Allylic Alkylation (AAA) reactions and exhibited excellent catalytic potential. The use of chiral ligands as asymmetric inductors has widened the scope of Tsuji-Trost allylic alkylation reactions. Conclusion: Therefore, 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. The use of ligands causes the induction of enantiodiscrimination to the allylated products, therefore, the syntheses of various kinds of ligands have been targeted by many research groups to employ in Pd-catalyzed AAA reactions.

cis-Dioxomolybdenum(VI) Complexes Containing Chiral Ligands: Synthesis and Catalytic Application in Olefin Epoxidation

2011 ◽  
Vol 1 (2) ◽  
pp. 131-139 ◽  
Author(s):  
Jose A. Brito ◽  
Nathalie Saffon ◽  
Montserrat Gomez ◽  
Beatriz Royo
Keyword(s):  
Chiral Ligands ◽  
Olefin Epoxidation ◽  
Catalytic Application

ChemInform Abstract: Synthesis of New Chiral Ligands Based on Thiophene Derivatives for Use in Catalytic Asymmetric Oxidation of Sulfides.

ChemInform ◽  
2011 ◽  
Vol 42 (31) ◽  
pp. no-no
Author(s):  
Yong-Chul Jeong ◽  
Dae-Jun Ahn ◽  
Woo-Sun Lee ◽  
Seung-Han Lee ◽  
Kwang-Hyun Ahn
Keyword(s):  
Chiral Ligands ◽  
Asymmetric Oxidation ◽  
Oxidation Of Sulfides ◽  
Thiophene Derivatives ◽  
Catalytic Asymmetric
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