ChemInform Abstract: Lewis Base Assisted Broensted Base Catalysis: Direct Asymmetric Allylic Alkylation of Indenes.

ChemInform ◽  
2012 ◽  
Vol 43 (19) ◽  
pp. no-no
Author(s):  
Hai-Lei Chui ◽  
Xun-Hao Sun ◽  
Lin Jiang ◽  
Lin Dong ◽  
Yin-Chun Chen
Keyword(s):  
Lewis Base ◽  
Base Catalysis ◽  
Allylic Alkylation ◽  
Asymmetric Allylic Alkylation

Lewis Base Assisted Brønsted Base Catalysis: Direct Asymmetric Allylic Alkylation of Indenes

2011 ◽  
Vol 2011 (36) ◽  
pp. 7366-7371 ◽  
Author(s):  
Hai-Lei Cui ◽  
Xun-Hao Sun ◽  
Lin Jiang ◽  
Lin Dong ◽  
Ying-Chun Chen
Keyword(s):  
Lewis Base ◽  
Base Catalysis ◽  
Allylic Alkylation ◽  
Asymmetric Allylic Alkylation ◽  
Brønsted Base

Copper/Lewis base cooperatively catalyzed asymmetric allylic alkylation of Morita−Baylis−Hillman carbonates with azomethine ylides

2021 ◽  
Author(s):  
Yimin Hu ◽  
Zhengyang Yan ◽  
Wangyu Shi ◽  
Jianning Liao ◽  
Min Liu ◽  
...  
Keyword(s):  
Lewis Base ◽  
Azomethine Ylides ◽  
Allylic Alkylation ◽  
Asymmetric Allylic Alkylation ◽  
Cooperative Catalysis

In this paper, an asymmetric allylic alkylation of easily available azomethine ylides with Morita−Baylis−Hillman (MBH) Carbonates through a copper (I) / Lewis base cooperative catalysis strategy has been realized. The...

Unconventional Transformations of Morita–Baylis–Hillman Adducts

Synthesis ◽  
2020 ◽  
Author(s):  
Xavier Companyó ◽  
Alessio Calcatelli ◽  
Alessio Cherubini-Celli ◽  
Edoardo Carletti
Keyword(s):  
Transition Metal Complexes ◽  
Short Review ◽  
Lewis Base ◽  
Base Catalysis ◽  
Allylic Alkylation ◽  
One Pot ◽  
Allylic Alkylations ◽  
Cascade Processes ◽  
Dual Activation ◽  
Trisubstituted Alkenes

Morita–Baylis–Hillman (MBH) adducts are versatile starting materials widely employed in Lewis base catalysis. A myriad of different transformations have been reported based on either allylic alkylations with stabilised nucleophiles or annulations with diverse dipolarophiles. Apart from these two conventional types of reactivity, MBH adducts have recently been implemented in alternative and complementary catalytic strategies, including: (i) one-pot and cascade transformations, where additional chemical bonds are formed following the asymmetric allylic alkylation event in a single synthetic operation; (ii) regioselective α-allylations for the synthesis of trisubstituted alkenes; and (iii) dual activation strategies, involving Lewis base catalysis together with transition metal complexes or light, enabling allylic alkylations with nonstabilised nucleophiles and cascade processes. The present Short Review summarises the most significant unconventional catalytic transformations of racemic MBH adducts reported within the last decade.1 Introduction2 Multi-Step Single-Vessel Transformations (path iii)2.1 One-Pot Transformations2.2 Cascade Transformations3 α-Allylations (path iv)3.1 SN2′ Mechanism3.2 SN2′–SN2 Mechanism3.3 Miscellaneous Mechanisms4 Dual Activation (path v)4.1 MBH Adduct as Electrophile4.2 MBH Adduct as Nucleophile5 Summary and Outlook

Organocatalytic enantioselective allylic alkylation of α-aryl γ-lactones: an approach to densely functionalized quaternary stereocentres

2020 ◽  
Vol 56 (49) ◽  
pp. 6640-6643
Author(s):  
Morgane Mando ◽  
Fabienne Grellepois ◽  
Emmanuel Riguet
Keyword(s):  
Lewis Base ◽  
Allylic Alkylation ◽  
Asymmetric Allylic Alkylation

The asymmetric allylic alkylation of α-aryl γ-lactones involving the activation of Morita–Baylis–Hillman carbonates by an original chiral Lewis base is reported.

scholarly journals Iridium-catalyzed enantioselective olefinic C(sp2)–H allylic alkylation

2021 ◽  
Author(s):  
Rahul Sarkar ◽  
Santanu Mukherjee
Keyword(s):  
Carbonyl Compound ◽  
Lewis Base ◽  
Base Catalysis ◽  
Allylic Alkylation ◽  
Unsaturated Carbonyl Compound

The first iridium-catalyzed enantioselective allylic alkylation of an olefinic C(sp2)–H bond – that of an α,β-unsaturated carbonyl compound, is developed in cooperation with Lewis base catalysis.

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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