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.

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

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

scholarly journals Dual metal and Lewis base catalysis approach for asymmetric synthesis of dihydroquinolines and the α-arylation of aldehydes via N-acyliminium ions

2015 ◽  
Vol 51 (87) ◽  
pp. 15788-15791 ◽  
Author(s):  
Chandra M. R. Volla ◽  
Eleonora Fava ◽  
Iuliana Atodiresei ◽  
Magnus Rueping
Keyword(s):  
Asymmetric Synthesis ◽  
Catalytic System ◽  
Optically Active ◽  
Lewis Base ◽  
Base Catalysis ◽  
Asymmetric Addition ◽  
Acyliminium Ions ◽  
Indium Triflate ◽  
Dual Metal

A dual catalytic system consisting of indium triflate and a chiral imidazolidinone catalyzes the asymmetric addition of aldehydes to N-acyl quinoliniums furnishing optically active dihydroquinolines in good yields and excellent selectivities.

ChemInform Abstract: A New Motif for Lewis Base Catalysis: Asymmetric Reduction of β-Enamino Esters

ChemInform ◽  
2012 ◽  
Vol 43 (11) ◽  
pp. no-no
Author(s):  
Andreas Weickgennat ◽  
Martin Oestreich
Keyword(s):  
Asymmetric Reduction ◽  
Lewis Base ◽  
Base Catalysis
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