Enantioselective Construction of All-Carbon Quaternary Stereocenters Using Palladium-Catalyzed Asymmetric Allylic Alkylation of γ-Acetoxy-α,β-unsaturated Carbonyl Compounds

2005 ◽  
Vol 347 (11-13) ◽  
pp. 1504-1506 ◽  
Author(s):  
Tetsuhiro Nemoto ◽  
Tomoaki Fukuda ◽  
Takayoshi Matsumoto ◽  
Tsukasa Hitomi ◽  
Yasumasa Hamada
Keyword(s):  
Carbonyl Compounds ◽  
Allylic Alkylation ◽  
Asymmetric Allylic Alkylation ◽  
Palladium Catalyzed ◽  
Quaternary Stereocenters

Recent Advances in the Construction of Quaternary Stereocenters via Palladium Catalyzed Decarboxylative Asymmetric Allylic Alkylation

Synthesis ◽  
2021 ◽  
Author(s):  
Xinhui Yu ◽  
Ting Zhang ◽  
Jitian Liu ◽  
Xiaoxun Li
Keyword(s):  
Natural Products ◽  
Short Review ◽  
Biologically Active ◽  
Allylic Alkylation ◽  
Asymmetric Allylic Alkylation ◽  
Recent Developments ◽  
Palladium Catalyzed ◽  
Quaternary Stereocenters ◽  
Approved Drugs ◽  
Powerful Strategy

Palladium catalyzed decarboxylative asymmetric allylic alkylation (DAAA) provides an efficient and powerful strategy to construct quaternary stereocenters which are widely present in biologically active natural products and approved drugs. In this short review, we summarize recent developments (since 2018) in the facile synthesis of quaternary stereocenters via DAAA methods. Several representative examples by using DAAA strategy for total synthesis of complex natural products further demonstrate its synthetic potential in the realm of organic and medicinal chemistry

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
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