Organocopper conjugate addition reaction in the presence of trimethylchlorosilane

A concise total synthesis of (±)-mesembrine has been successfully accomplished in seven steps and 24% overall yield from commercially available 3-ethoxy-2-cyclohexen-1-one. Central to the assembly of the skeleton of mesembrine are a Johnson–Claisen rearrangement for the formation of the benzylic quaternary stereocenter and direct allylic oxidation to generate the substrate for the amidation/transannular aza-conjugate addition reaction.

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

Open Chemistry Journal ◽

10.2174/1874842201805010018 ◽

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.

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Indium(III) Chloride Catalyzed Conjugate Addition Reaction of Alkynylsilanes to Acrylate Esters

The Journal of Organic Chemistry ◽

10.1021/jo202628c ◽

2012 ◽

Vol 77 (7) ◽

pp. 3557-3562 ◽

Cited By ~ 19

Author(s):

Yan-li Xu ◽

Ying-ming Pan ◽

Pei Liu ◽

Heng-shan Wang ◽

Xiao-yan Tian ◽

...

Keyword(s):

Addition Reaction ◽

Conjugate Addition ◽

Acrylate Esters

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Uncatalyzed conjugate addition of organozinc halides to enones in DME: a combined experimental/computational study on the role of the solvent and the reaction mechanism

Chemical Science ◽

10.1039/c9sc04820k ◽

2020 ◽

Vol 11 (1) ◽

pp. 257-263 ◽

Cited By ~ 2

Author(s):

Gianluca Casotti ◽

Gianluca Ciancaleoni ◽

Filippo Lipparini ◽

Chiara Nieri ◽

Anna Iuliano

Keyword(s):

Reaction Mechanism ◽

Addition Reaction ◽

Computational Study ◽

Conjugate Addition

The reaction mechanism of a new conjugate addition reaction of organozinc halides to enones is disclosed by a combined experimental/computational study.

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ChemInform Abstract: Synthesis of α,α′-trans-Oxepanes Through an Organocatalytic Oxa-Conjugate Addition Reaction.

ChemInform ◽

10.1002/chin.201445200 ◽

2014 ◽

Vol 45 (45) ◽

pp. no-no

Author(s):

Megan L. Lanier ◽

Amanda C. Kasper ◽

Hyoungsu Kim ◽

Jiyong Hong

Keyword(s):

Addition Reaction ◽

Conjugate Addition

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Hierarchically featured and substrate independent bulk-deposition of ‘reactive’ polymeric nanocomplexes for controlled and strategic manipulation of durable biomimicking wettability

Journal of Materials Chemistry A ◽

10.1039/c8ta00466h ◽

2018 ◽

Vol 6 (15) ◽

pp. 6642-6653 ◽

Cited By ~ 16

Author(s):

Kousik Maji ◽

Uttam Manna

Keyword(s):

Addition Reaction ◽

Spray Deposition ◽

Three Dimensional ◽

Conjugate Addition ◽

Deposition Process ◽

Bulk Deposition ◽

Strategic Manipulation ◽

Substrate Independent

Three-dimensional, controlled and covalent chemical optimization is introduced through strategic exploitation of a facile 1,4-conjugate addition reaction and a scalable spray deposition process for synthesizing durable biomimicked interfaces.

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