Palladium catalyzed asymmetric allylic alkylation of isoquinolinedione derivatives in the preparation of quaternary carbon stereocenters

2020 ◽  
Vol 18 (24) ◽  
pp. 4551-4555 ◽  
Author(s):  
Ying-Xian Li ◽  
Cheng Cheng ◽  
Lei Tang ◽  
Yuan-Yong Yang
Keyword(s):  
Palladium Catalysis ◽  
Allylic Alkylation ◽  
Quaternary Carbon ◽  
Asymmetric Allylic Alkylation ◽  
Palladium Catalyzed

A highly enantioselective allylic alkylation of isoquinolinedione derivatives under palladium catalysis was developed in the preparation of quaternary carbon stereocenters.

Enantioselective Construction of Quaternary Carbon Stereocenter via Palladium-Catalyzed Asymmetric Allylic Alkylation of Lactones

Synthesis ◽  
2016 ◽  
Vol 48 (10) ◽  
pp. 1568-1572 ◽  
Author(s):  
Ping Fang ◽  
Xue-Long Hou ◽  
Xiao-Hui Li ◽  
Shi-Li Wan ◽  
Di Chen ◽  
...  
Keyword(s):  
Allylic Alkylation ◽  
Quaternary Carbon ◽  
Asymmetric Allylic Alkylation ◽  
Palladium Catalyzed

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.

scholarly journals Asymmetric allylic alkylation of Morita–Baylis–Hillman carbonates with α-fluoro-β-keto esters

2013 ◽  
Vol 9 ◽  
pp. 1853-1857 ◽  
Author(s):  
Lin Yan ◽  
Zhiqiang Han ◽  
Bo Zhu ◽  
Caiyun Yang ◽  
Choon-Hong Tan ◽  
...  
Keyword(s):  
Fluorine Atom ◽  
Allylic Alkylation ◽  
Quaternary Carbon ◽  
Asymmetric Allylic Alkylation ◽  
Keto Esters

In the presence of a commercially available Cinchona alkaloid as catalyst, the asymmetric allylic alkylation of Morita–Baylis–Hillman carbonates, with α-fluoro-β-keto esters as nucleophiles, have been successfully developed. A series of important fluorinated adducts, with chiral quaternary carbon centres containing a fluorine atom, was achieved in good yields (up to 93%), with good to excellent enantioselectivities (up to 96% ee) and moderate diastereoselectivities (up to 4:1 dr).

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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