Tandem Nazarov Cyclization−Michael Addition Sequence Catalyzed by an Ir(III) Complex

2006 ◽  
Vol 128 (16) ◽  
pp. 5312-5313 ◽  
Author(s):  
Mesfin Janka ◽  
Wei He ◽  
Inga E. Haedicke ◽  
Frank R. Fronczek ◽  
Alison J. Frontier ◽  
...  
Keyword(s):  
Michael Addition ◽  
Nazarov Cyclization

scholarly journals Tandem Nazarov Cyclization—Michael Addition Sequence Catalyzed by an Ir(III) Complex.

ChemInform ◽  
2006 ◽  
Vol 37 (36) ◽  
Author(s):  
Mesfin Janka ◽  
Wei He ◽  
Inga E. Haedicke ◽  
Frank R. Fronczek ◽  
Alison J. Frontier ◽  
...  
Keyword(s):  
Michael Addition ◽  
Nazarov Cyclization

Gold self-relay catalysis for accessing functionalized cyclopentenones bearing an all-carbon quaternary stereocenter

2021 ◽  
Author(s):  
Wen-Juan Hao ◽  
Fan-Tao Meng ◽  
Jing-Long Chen ◽  
Xiao-Yan Qin ◽  
Tian-Shu Zhang ◽  
...  
Keyword(s):  
Michael Addition ◽  
Nazarov Cyclization ◽  
Quaternary Stereocenter

A new gold(I) self-relay catalysis consisted of 3,3-rearrangement, Nazarov cyclization and Michael addition cascade of 1,3-enyne acetates with aurones and their derived azadienes is reported, and used to produce a...

Ir(III)-Catalyzed Tandem Nazarov Cyclization/Michael Addition

Synfacts ◽  
2006 ◽  
Vol 2006 (7) ◽  
pp. 0683-0683
Author(s):  
A. Frontier ◽  
R. Eisenberg ◽  
M. Janka ◽  
W. He ◽  
I. Haedicke ◽  
...  
Keyword(s):  
Michael Addition ◽  
Nazarov Cyclization

Iron(III) Salt-Catalyzed Nazarov Cyclization/Michael Addition of Pyrrole Derivatives

2008 ◽  
Vol 351 (1-2) ◽  
pp. 123-128 ◽  
Author(s):  
Masamune Fujiwara ◽  
Motoi Kawatsura ◽  
Shuichi Hayase ◽  
Masato Nanjo ◽  
Toshiyuki Itoh
Keyword(s):  
Michael Addition ◽  
Nazarov Cyclization ◽  
Pyrrole Derivatives

ChemInform Abstract: Iron(III) Salt Catalyzed Nazarov Cyclization/Michael Addition of Pyrrole Derivatives.

ChemInform ◽  
2009 ◽  
Vol 40 (23) ◽  
Author(s):  
Masamune Fujiwara ◽  
Motoi Kawatsura ◽  
Shuichi Hayase ◽  
Masato Nanjo ◽  
Toshiyuki Itoh
Keyword(s):  
Michael Addition ◽  
Nazarov Cyclization ◽  
Pyrrole Derivatives

Fatty acid ketodienes and fatty acid ketotrienes: Michael addition acceptors that accumulate in wounded and diseased Arabidopsis leaves

2000 ◽  
Vol 24 (4) ◽  
pp. 467-476 ◽  
Author(s):  
Sabine Vollenweider ◽  
Hans Weber ◽  
Stephanie Stolz ◽  
Aurore Chetelat ◽  
Edward E. Farmer
Keyword(s):  
Fatty Acid ◽  
Michael Addition

Ligand-Enabled γ-C(sp3)–H Olefination of Free Carboxylic Acids

2020 ◽  
Author(s):  
Kiron Kumar Ghosh ◽  
Alexander Uttry ◽  
Francesca Ghiringhelli ◽  
Arup Mondal ◽  
Manuel van Gemmeren
Keyword(s):  
Reaction Mechanism ◽  
Carboxylic Acids ◽  
Michael Addition ◽  
Kinetic Studies ◽  
Wide Range ◽  
Palladium Catalyzed

We report the ligand enabled C(sp3)–H activation/olefination of free carboxylic acids in the γ-position. Through an intramolecular Michael-addition, δ-lactones are obtained as products. Two distinct ligand classes are identified that enable the challenging palladium-catalyzed activation of free carboxylic acids in the γ-position. The developed protocol features a wide range of acid substrates and olefin reaction partners and is shown to be applicable on a preparatively useful scale. Insights into the underlying reaction mechanism obtained through kinetic studies are reported.<br>

Cupin Variants as Macromolecular Ligand Library for Stereoselective Michael Addition of Nitroalkanes

2019 ◽  
Author(s):  
Nobutaka Fujieda ◽  
Miho Yuasa ◽  
Yosuke Nishikawa ◽  
Genji Kurisu ◽  
Shinobu Itoh ◽  
...  
Keyword(s):  
Michael Addition ◽  
In Silico ◽  
Addition Reaction ◽  
Single Point ◽  
Point Mutations ◽  
Unsaturated Ketone ◽  
Michael Addition Reaction ◽  
Beta Barrel ◽  
Cupin Superfamily ◽  
Single Point Mutations

Cupin superfamily proteins (TM1459) work as a macromolecular ligand framework with a double-stranded beta-barrel structure ligating to a Cu ion through histidine side chains. Variegating the first coordination sphere of TM1459 revealed that H52A and H54A/H58A mutants effectively catalyzed the diastereo- and enantio-selective Michael addition reaction of nitroalkanes to an α,β-unsaturated ketone. Moreover, in silico substrate docking signified C106N and F104W single-point mutations, which inverted the diastereoselectivity of H52A and further improved the stereoselectivity of H54A/H58A, respectively.

Enantioselective Michael Addition of Malonates to Enones

2020 ◽  
Vol 24 (7) ◽  
pp. 746-773
Author(s):  
Péter Bakó ◽  
Tamás Nemcsok ◽  
Zsolt Rapi ◽  
György Keglevich
Keyword(s):  
Michael Addition ◽  
Activity Relationship ◽  
Chalcone Derivatives ◽  
Michael Additions ◽  
Michael Reactions ◽  
Structure Activity ◽  
Cyclic Enones ◽  
Michael Acceptors ◽  
Relationship Of ◽  
Enantioselective Catalysts

: Many catalysts were tested in asymmetric Michael additions in order to synthesize enantioenriched products. One of the most common reaction types among the Michael reactions is the conjugated addition of malonates to enones making it possible to investigate the structure–activity relationship of the catalysts. The most commonly used Michael acceptors are chalcone, substituted chalcones, chalcone derivatives, cyclic enones, while typical donors may be dimethyl, diethyl, dipropyl, diisopropyl, dibutyl, di-tert-butyl and dibenzyl malonates. This review summarizes the most important enantioselective catalysts applied in these types of reactions.

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