Iridium-catalysed asymmetric allylic alkylation of benzofuran γ-lactones followed by heteroaromatic Cope rearrangement: study of an unusual reaction sequence

2017 ◽  
Vol 53 (36) ◽  
pp. 4997-5000 ◽  
Author(s):  
Maxence Bos ◽  
Emmanuel Riguet
Keyword(s):  
Unusual Reaction ◽  
Cope Rearrangement ◽  
Allylic Alkylation ◽  
Reaction Sequence ◽  
Asymmetric Allylic Alkylation

The iridium-catalysed asymmetric allylic alkylation of benzofuran γ-lactones produces 1,5-hexadienes that were found to be excellent substrates for an unusual heteroaromatic Cope rearrangement.

Enantioselective iridium catalyzed α-alkylation of azlactones by a tandem asymmetric allylic alkylation/aza-Cope rearrangement

2019 ◽  
Vol 55 (39) ◽  
pp. 5547-5550 ◽  
Author(s):  
Xue-Dan Bai ◽  
Qing-Feng Zhang ◽  
Ying He
Keyword(s):  
Cope Rearrangement ◽  
Allylic Alkylation ◽  
Asymmetric Allylic Alkylation ◽  
Iridium Catalysis

An enantioselective and regioselective α-alkylation of azlactones was developed by iridium catalysis using asymmetric allylic alkylation.

scholarly journals Correction: Enantioselective iridium catalyzed α-alkylation of azlactones by a tandem asymmetric allylic alkylation/aza-Cope rearrangement

2020 ◽  
Vol 56 (4) ◽  
pp. 663-663
Author(s):  
Xue-Dan Bai ◽  
Qing-Feng Zhang ◽  
Ying He
Keyword(s):  
Cope Rearrangement ◽  
Allylic Alkylation ◽  
Asymmetric Allylic Alkylation

Correction for ‘Enantioselective iridium catalyzed α-alkylation of azlactones by a tandem asymmetric allylic alkylation/aza-Cope rearrangement’ by Xue-Dan Bai et al., Chem. Commun., 2019, 55, 5547–5550.

scholarly journals Enantioselective γ-Alkylation of α,β-Unsaturated Malonates and Ketoesters by a Sequential Ir-Catalyzed Asymmetric Allylic Alkylation/Cope Rearrangement

2016 ◽  
Vol 138 (16) ◽  
pp. 5234-5237 ◽  
Author(s):  
Wen-Bo Liu ◽  
Noriko Okamoto ◽  
Eric J. Alexy ◽  
Allen Y. Hong ◽  
Kristy Tran ◽  
...  
Keyword(s):  
Cope Rearrangement ◽  
Allylic Alkylation ◽  
Asymmetric Allylic Alkylation

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.

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