A new diastereoselective aza-allyl conjugate addition–Michael addition–ring closure reaction sequence and its application in the construction of six contiguous stereogenic centres

2007 ◽  
pp. 3580 ◽  
Author(s):  
Magdaline Koutsaplis ◽  
Philip C. Andrews ◽  
Steven D. Bull ◽  
Peter J. Duggan ◽  
Benjamin H. Fraser ◽  
...  
Keyword(s):  
Michael Addition ◽  
Conjugate Addition ◽  
Ring Closure ◽  
Reaction Sequence

Asymmetric organocatalytic sequential Michael-cyclization of functionalized nitroalkanes to 2-hydroxycinnamaldehydes: synthesis of benzofused dioxa[3.3.1] and oxa[4.3.1] methylene-bridged compounds

2021 ◽  
Author(s):  
Chen-Jun Peng ◽  
Jun-Ping Pei ◽  
Ying-Han Chen ◽  
Zhi-Yong Wu ◽  
Ming Liu ◽  
...  
Keyword(s):  
Conjugate Addition ◽  
Anion Binding ◽  
Reaction Sequence

An organocatalytic asymmetric conjugate addition-initiated reaction sequence of 2-hydroxycinnamaldehydes with various functionalized nitroalkanes has been described. The combination of iminium catalysis and thiourea anion-binding catalysis was found to be crucial...

Catalyst-Free One-Pot Synthesis of Novel Heteroarylamine Substituted Furo[3,2-c]coumarins

Synlett ◽  
2018 ◽  
Vol 29 (12) ◽  
pp. 1589-1592 ◽  
Author(s):  
Abolfazl Olyaei ◽  
Mahnaz Saraei ◽  
Reyhaneh Khoeiniha
Keyword(s):  
Michael Addition ◽  
Aldol Condensation ◽  
Ring Closure ◽  
Dehydration Reaction ◽  
One Pot ◽  
Catalyst Free ◽  
One Pot Synthesis ◽  
Tandem Process ◽  
First Time

A high-yielding cyclocondensation of 4-hydroxycoumarin, phenylglyoxal monohydrate, and heteroarylamines proceeds without catalysis, which gives novel functionalized furo[3,2-c]coumarins and heteroarylamino alkylation of coumarin products in acetonitrile under reflux, is reported for the first time. This tandem process involves sequentially an aldol condensation, Michael addition, a ring closure, and dehydration reaction.

A Convenient Route to O-Glycosyl Lactates via Conjugate Addition to 2-Nitroglycals: Ring Closure to Novel Pyrano[2.3-b][1,4]-oxazines

Synthesis ◽  
2003 ◽  
Vol 2004 (01) ◽  
pp. 53-58
Author(s):  
Richard Schmidt ◽  
Ahmed Khodair ◽  
Kandasamy Pachamuthu
Keyword(s):  
Conjugate Addition ◽  
Ring Closure ◽  
Convenient Route

A Highly Efficient Synthesis of Lamellarins K and L by the Michael Addition/Ring-Closure Reaction of Benzyldihydroisoquinoline Derivatives with Ethoxycarbonyl-β-nitrostyrenes

2004 ◽  
Vol 116 (7) ◽  
pp. 884-886 ◽  
Author(s):  
Poonsakdi Ploypradith ◽  
Chulabhorn Mahidol ◽  
Poolsak Sahakitpichan ◽  
Siriporn Wongbundit ◽  
Somsak Ruchirawat
Keyword(s):  
Michael Addition ◽  
Ring Closure ◽  
Efficient Synthesis ◽  
Highly Efficient ◽  
The 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.

Enantioselective conjugate addition of hydroxylamines to α,β-unsaturated 2-acyl imidazoles catalyzed by a chiral-at-metal Rh(iii) complex

2017 ◽  
Vol 4 (4) ◽  
pp. 573-577 ◽  
Author(s):  
Tao Deng ◽  
Ganesh Kumar Thota ◽  
Yi Li ◽  
Qiang Kang
Keyword(s):  
Amino Acid ◽  
Michael Addition ◽  
Conjugate Addition ◽  
Amino Acid Derivatives ◽  
Highly Efficient

A highly efficient chiral-at-metal Rh(iii) complex catalyzed asymmetric aza-Michael addition was developed, affordingN-protected β-amino acid derivatives with excellent enantioselectivity.

scholarly journals Concise Synthesis of Macrocycles by Multicomponent Reactions

Synthesis ◽  
2018 ◽  
Vol 50 (05) ◽  
pp. 1027-1038 ◽  
Author(s):  
Alexander Dömling ◽  
Eman Abdelraheem ◽  
Samad Khaksar
Keyword(s):  
Amino Acid ◽  
Multicomponent Reaction ◽  
Ring Opening ◽  
Multicomponent Reactions ◽  
Reaction Pathway ◽  
Ring Closure ◽  
Side Chains ◽  
Reaction Sequence ◽  
Cyclic Anhydride

A short reaction pathway was devised to synthesize a library of artificial 18–27-membered macrocycles. The five-step reaction sequence involves ring opening of a cyclic anhydride with a diamine, esterification, coupling with an amino acid isocyanide, saponification, and, finally, macro-ring closure using an Ugi or, alternatively, a Passerini multicomponent reaction. Three out of the five steps allow for the versatile introduction of linker elements, side chains, and substituents with aromatic, heteroaromatic, and aliphatic character. The versatile pathway is described for 15 different target macrocycles on a mmol scale. Artificial macrocycles have recently become of great interest due to their potential to bind to difficult post-genomic targets.

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