Poly(alkylene itaconate)s – an interesting class of polyesters with periodically located exo-chain double bonds susceptible to Michael addition

2015 ◽  
Vol 6 (11) ◽  
pp. 2108-2114 ◽  
Author(s):  
Sananda Chanda ◽  
S. Ramakrishnan
Keyword(s):  
Amino Acids ◽  
Michael Addition ◽  
Double Bonds ◽  
Unsaturated Polyesters ◽  
Interesting Class ◽  
Organic Thiols

Dibutyl itaconate, a bio-sourced monomer, is melt-condensed with various aliphatic diols to generate unsaturated polyesters carrying exo-chain double bonds; these exo-chain double bonds readily undergo Micheal addition with a variety of organic thiols and amines, including some derviatized amino acids, like cysteine and proline.

Michael addition reactions of cyclohexadienyliron complexes bearing exocyclic double bonds

1984 ◽  
Vol 264 (3) ◽  
pp. 353-363 ◽  
Author(s):  
John F. Helling ◽  
Udai S. Gill
Keyword(s):  
Michael Addition ◽  
Addition Reactions ◽  
Double Bonds

Tandem Alkylation/Michael Addition Reaction of Dithiocarbamic Acids with Alkyl γ-Bromocrotonates: Access to Functionalized 1,3-Thiazolidine-2-thiones

Synthesis ◽  
2021 ◽  
Author(s):  
Azim Ziyaei Halimehjani ◽  
Petr Beier ◽  
Maryam Khalili Foumeshi ◽  
Ali Alaei ◽  
Blanka Klepetářová
Keyword(s):  
Amino Acids ◽  
Carbon Disulfide ◽  
Multicomponent Reaction ◽  
Michael Addition ◽  
Addition Reaction ◽  
Primary Amines ◽  
Oxidation Reactions ◽  
Michael Addition Reaction ◽  
Synthetic Utility ◽  
Reaction Proceeds

AbstractThiazolidine-2-thiones were prepared via a novel multicomponent reaction of primary amines (amino acids), carbon disulfide, and γ-bromocrotonates. The reaction proceeds via a domino alkylation/intramolecular Michael addition to provide the corresponding thiazolidine-2-thiones in high to excellent yields. By using diamines in this protocol, bis(thiazolidine-2-thiones) derivatives were synthesized. The synthetic utility of the adducts was demonstrated by hydrolysis, amidation, and oxidation reactions.

scholarly journals Enantioselective Intramolecular Michael Addition of Nitronates onto Conjugated Esters: Access to Cyclic γ-Amino Acids with up to Three Stereocenters

2010 ◽  
Vol 132 (1) ◽  
pp. 427-427 ◽  
Author(s):  
William J. Nodes ◽  
David R. Nutt ◽  
Ann M. Chippindale ◽  
Alexander J. A. Cobb
Keyword(s):  
Amino Acids ◽  
Michael Addition

scholarly journals Michael Addition of Imidazole to α, β -Unsaturated Carbonyl/Cyano Compound

2018 ◽  
Vol 5 (1) ◽  
pp. 18-31
Author(s):  
Seetaram Mohapatra ◽  
Nilofar Baral ◽  
Nilima Priyadarsini Mishra ◽  
Pravati Panda ◽  
Sabita Nayak
Keyword(s):  
Organic Chemistry ◽  
Amino Acids ◽  
Anticancer Agents ◽  
Michael Addition ◽  
Addition Reaction ◽  
Bond Formation ◽  
Conjugate Addition ◽  
Michael Addition Reaction ◽  
Cyano Compounds ◽  
Nitrogen Bond

Introduction: Aza-Michael addition is an important reaction for carbon-nitrogen bond formation in synthetic organic chemistry. Expalantion: Conjugate addition of imidazole to α,β-unsaturated carbonyl/cyano compounds provides significant numbers of the biologically and synthetically interesting products, such as β-amino acids and β-lactams, which have attracted great attention for their use as key intermediates of anticancer agents, antibiotics and other drugs. Conclusion: This review addresses most significant method for the synthesis of N-substituted imidazole derivatives following Michael addition reaction of imidazole to α,β-unsaturated carbonyl/cyano compounds using ionic liquid/base/acid/enzyme as catalysts from year 2007-2017.

Ireland-Claisen Rearrangement - Michael Addition Sequence to δ-Amino Acids

Synfacts ◽  
2008 ◽  
Vol 2008 (7) ◽  
pp. 0683-0683
Author(s):  
N. Garrido ◽  
M. Sánchez ◽  
M. García ◽  
D. Díez ◽  
F. Sanz ◽  
...  
Keyword(s):  
Amino Acids ◽  
Michael Addition ◽  
Claisen Rearrangement

Amino Acids. XV. Michael Addition Reactions of Diethyl Acetamidomalonate1

1957 ◽  
Vol 79 (19) ◽  
pp. 5203-5205 ◽  
Author(s):  
George H. Cocolas ◽  
Walter H. Hartung
Keyword(s):  
Amino Acids ◽  
Michael Addition ◽  
Addition Reactions

ChemInform Abstract: Enantioselective Intramolecular Michael Addition of Nitronates onto Conjugated Esters: Access to Cyclic γ-Amino Acids with up to Three Stereocenters.

ChemInform ◽  
2010 ◽  
Vol 41 (12) ◽  
Author(s):  
William J. Nodes ◽  
David R. Nutt ◽  
Ann M. Chippindale ◽  
Alexander J. A. Cobb
Keyword(s):  
Amino Acids ◽  
Michael Addition

scholarly journals Enzymatic synthesis of unsaturated polyesters: functionalization and reversibility of the aza-Michael addition of pendants

2019 ◽  
Vol 10 (7) ◽  
pp. 843-851 ◽  
Author(s):  
Alessandro Pellis ◽  
Polly Ann Hanson ◽  
James W. Comerford ◽  
James H. Clark ◽  
Thomas J. Farmer
Keyword(s):  
Michael Addition ◽  
Enzymatic Synthesis ◽  
Temperature Dependent ◽  
Unsaturated Polyesters ◽  
Diethyl Amine

Enzymatic synthesis of unsaturated polyesters and the temperature-dependent reversibility of the aza-Michael addition of diethyl amine pendants.

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