Chiral bidentate [N,S]-ferrocene ligands based on a thiazoline framework. Synthesis and use in palladium-catalyzed asymmetric allylic alkylation

2017 ◽  
Vol 46 (5) ◽  
pp. 1510-1519 ◽  
Author(s):  
E. P. Sánchez-Rodríguez ◽  
F. Hochberger-Roa ◽  
R. Corona-Sánchez ◽  
J. E. Barquera-Lozada ◽  
R. A. Toscano ◽  
...  
Keyword(s):  
Allylic Alkylation ◽  
Asymmetric Allylic Alkylation ◽  
Ability To Act ◽  
Ferrocenyl Ligands ◽  
Palladium Catalyzed

New chiral 1,2-disubstituted ferrocenyl ligands were synthesized using (S)-4-methyl-2-thiazoline as DMG. Their ability to act in Pd-catalyzed AAA has been demonstrated.

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.

ChemInform Abstract: Palladium-Catalyzed Asymmetric Allylic Alkylation of Indoles by C-N Bond Axially Chiral Phosphine Ligands.

ChemInform ◽  
2013 ◽  
Vol 44 (41) ◽  
pp. no-no
Author(s):  
Takashi Mino ◽  
Miho Ishikawa ◽  
Kenji Nishikawa ◽  
Kazuya Wakui ◽  
Masami Sakamoto
Keyword(s):  
Phosphine Ligands ◽  
Allylic Alkylation ◽  
Asymmetric Allylic Alkylation ◽  
Axially Chiral ◽  
Chiral Phosphine Ligands ◽  
Palladium Catalyzed

Enantioselective Palladium-Catalyzed Decarboxylative Dearomative Asymmetric Allylic Alkylation of Benzofurans: Diversity-Oriented Synthesis of Flavaglines

Synlett ◽  
2021 ◽  
Author(s):  
Hai-Hua Lu ◽  
Meng-Yue Cao
Keyword(s):  
Allylic Alkylation ◽  
Asymmetric Allylic Alkylation ◽  
Diversity Oriented Synthesis ◽  
Highly Efficient ◽  
Palladium Catalyzed

With the introduction of new Trost-type bisphosphine ligands bearing a chiral cycloalkane framework, the highly efficient and enantioselective Palladium-catalyzed decarboxylative dearomative asymmetric allylic alkylation (AAA) of benzofurans was achieved. This enabled a diversity-oriented synthesis (DOS) of previously unreachable flavaglines, which features two diversification stages. A new avenue for developing flavagline-based drugs was thus established.

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