Asymmetric alkylation reactions of chiral imide enolates. A practical approach to the enantioselective synthesis of .alpha.-substituted carboxylic acid derivatives

1982 ◽  
Vol 104 (6) ◽  
pp. 1737-1739 ◽  
Author(s):  
D. A. Evans ◽  
M. D. Ennis ◽  
D. J. Mathre
Keyword(s):  
Carboxylic Acid ◽  
Enantioselective Synthesis ◽  
Practical Approach ◽  
Asymmetric Alkylation ◽  
Alkylation Reactions

Modular, Stereocontrolled Cβ–H/Cα–C Activation of Alkyl Carboxylic Acids

2019 ◽  
Author(s):  
Ming Shang ◽  
Karla S. Feu ◽  
Julien C. Vantourout ◽  
Lisa M. Barton ◽  
Heather L. Osswald ◽  
...  
Keyword(s):  
Carboxylic Acid ◽  
Heterocyclic Compounds ◽  
Cross Coupling ◽  
Building Blocks ◽  
Enantioselective Synthesis ◽  
Carbon Centers ◽  
Drug Candidates ◽  
Rapid Diversification ◽  
Directing Group ◽  
Compound Series

<div> <div> <div> <p>The union of two powerful transformations, directed C–H activation and decarboxylative cross-coupling, for the enantioselective synthesis of vicinally functionalized alkyl, carbocyclic, and heterocyclic compounds is described. Starting from simple carboxylic acid building blocks, this modular sequence exploits the residual directing group to access more than 50 scaffolds that would be otherwise extremely difficult to prepare. The tactical use of these two transformations accomplishes a formal vicinal difunctionalization of carbon centers in a way that is modular and thus amenable to rapid diversity incorporation. A simplification of routes to known preclinical drug candidates is presented along with the rapid diversification of an antimalarial compound series. </p> </div> </div> </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.

Solid phase asymmetric alkylation reactions using 2-imidazolidinone chiral auxiliary

2009 ◽  
Vol 50 (28) ◽  
pp. 4015-4018 ◽  
Author(s):  
Quynh Pham Bao Nguyen ◽  
Jae Nyoung Kim ◽  
Taek Hyeon Kim
Keyword(s):  
Solid Phase ◽  
Chiral Auxiliary ◽  
Asymmetric Alkylation ◽  
Alkylation Reactions

scholarly journals Double Asymmetric Alkylation Reactions Using C2-symmetric Benzene Based Bis(2-amino-2-oxazolines) Chiral Auxiliaries

2011 ◽  
Vol 32 (11) ◽  
pp. 4133-4136 ◽  
Author(s):  
Song-Yi Jeong ◽  
Quynh Pham Bao Nguyen ◽  
Hyung-Jin Kim ◽  
Taek-Hyeon Kim
Keyword(s):  
Chiral Auxiliaries ◽  
Asymmetric Alkylation ◽  
Alkylation Reactions

Design and synthesis of a new polymer-supported Evans-type oxazolidinone: an efficient chiral auxiliary in the solid-phase asymmetric alkylation reactions

Tetrahedron ◽  
2005 ◽  
Vol 61 (15) ◽  
pp. 3819-3833 ◽  
Author(s):  
Tomoya Kotake ◽  
Yoshio Hayashi ◽  
S. Rajesh ◽  
Yoshie Mukai ◽  
Yuka Takiguchi ◽  
...  
Keyword(s):  
Solid Phase ◽  
Chiral Auxiliary ◽  
Asymmetric Alkylation ◽  
Design And Synthesis ◽  
Polymer Supported ◽  
Alkylation Reactions
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