IBX as a catalyst for dehydration of hydroperoxides: green entry to α,β-unsaturated ketones via oxygenative allylic transposition

2018 ◽  
Vol 54 (7) ◽  
pp. 798-801 ◽  
Author(s):  
Tetsuya Kuga ◽  
Yusuke Sasano ◽  
Yoshiharu Iwabuchi
Keyword(s):  
Carbonyl Compounds ◽  
Catalytic Transformation ◽  
Unsaturated Ketones

A catalytic transformation of allylic hydroperoxides into α,β-unsaturated carbonyl compounds using IBX as a dehydration catalyst is described.

Divergent Functionalization of α,β-Enones: Catalyst-free Access to β-Azido Ketones and β-Amino α-Diazo Ketones

2021 ◽  
Author(s):  
Youshao Tu ◽  
honglin Dong ◽  
Huamin Wang ◽  
Yuhui Ao ◽  
Yu Liu
Keyword(s):  
Carbonyl Compounds ◽  
Practical Method ◽  
Free Access ◽  
Unsaturated Ketones ◽  
Catalyst Free

A simple and practical method for the azidation of β-fluoroalkyl α,β-unsaturated ketones to access a wide variety of fluorinated nitrogenous carbonyl compounds is developed. Different from existing precedents, neither metallic...

The 1,3-Dipolar Cycloaddition Reactions of Nitrile Oxides in Water Media

2021 ◽  
Vol 25 ◽  
Author(s):  
Joaquín Plumet
Keyword(s):  
Carbonyl Compounds ◽  
Critical Discussion ◽  
Aldol Reactions ◽  
Dipolar Cycloaddition ◽  
Hydroxy Ketone ◽  
Unsaturated Ketones ◽  
Dipolar Cycloadditions ◽  
Nitrile Oxides ◽  
Water Media ◽  
Synthetic Intermediates

: The 1,3-dipolar cycloadditions (DCs) of nitrile oxides (NOs) have been used as a powerful tool in synthetic organic chemistry. The cycloadducts arising from cycloadditions (CAs) of NOs to alkenes and alkynes (2-isoxazolines and isoxazoles respectively) are valuable synthetic intermediates because, among others, their capacity to mask other functionalities including α, β-unsaturated ketones, β-hydroxy carbonyl compounds and 1,3-aminoalcohols. In particular, the β-hydroxy ketone functionality is an illustrative example, making the NOs alkenes CAs reactions a synthetically equivalent methodology of aldol reactions. The vast majority of these reactions are carried out in organic solvents. Nevertheless, the use of water as an alternative solvent has evident advantages on the “Green Chemistry” concept. The critical discussion on the use of water instead of “conventional” solvents in the 1,3-DCs reactions of NOs is the objective of the present review.

Facile Synthesis of Aryl-Substituted 1,2,5,6-Tetrahydropyrimidines and Their Stereochemical Investigation

2004 ◽  
Vol 69 (4) ◽  
pp. 897-904 ◽  
Author(s):  
Valentin A. Chebanov ◽  
Elena A. Muravyova ◽  
Yulia V. Sadchikova ◽  
Sergey M. Desenko ◽  
Vitaly N. Chernenko ◽  
...  
Keyword(s):  
Carbonyl Compounds ◽  
Facile Synthesis ◽  
Unsaturated Ketones ◽  
Nmr Data

The present work is devoted to the investigation of 2,4,6-triaryl-1,2,5,6-tetrahydropyrimidine derivatives. A new facile approach to their synthesis based on the reaction of α,β-unsaturated ketones, carbonyl compounds and ammonia was developed. Some stereochemical features of the compounds obtained were fixed on the base of NMR data (including COSY and NOESY experiments).

scholarly journals C–H functionalization of cyclic amines: redox-annulations with α,β-unsaturated carbonyl compounds

2015 ◽  
Vol 51 (53) ◽  
pp. 10648-10651 ◽  
Author(s):  
YoungKu Kang ◽  
Matthew T. Richers ◽  
Conrad H. Sawicki ◽  
Daniel Seidel
Keyword(s):  
Carboxylic Acid ◽  
Carbonyl Compounds ◽  
Azomethine Ylides ◽  
Unsaturated Ketones ◽  
Cyclic Amines

Pyrrolidine and related amines undergo carboxylic acid promoted redox-annulations with α,β-unsaturated ketonesviathe intermediacy of conjugated azomethine ylides.

ChemInform Abstract: Thioboration of α,β-Unsaturated Ketones and Aldehydes Toward the Synthesis of β-Sulfido Carbonyl Compounds.

ChemInform ◽  
2015 ◽  
Vol 46 (27) ◽  
pp. no-no
Author(s):  
Marc G. Civit ◽  
Xavier Sanz ◽  
Christopher M. Vogels ◽  
Jonathan D. Webb ◽  
Stephen J. Geier ◽  
...  
Keyword(s):  
Carbonyl Compounds ◽  
Unsaturated Ketones

Asymmetric Synthesis of Ethers by Catalytic Alkene Hydro­alkoxy­lation

Synthesis ◽  
2020 ◽  
Vol 52 (15) ◽  
pp. 2127-2146
Author(s):  
Zhi Li ◽  
Wen-Bin Xie
Keyword(s):  
Asymmetric Synthesis ◽  
Carboxylic Acids ◽  
Carbonyl Compounds ◽  
High Reactivity ◽  
Enol Ethers ◽  
Unsaturated Esters ◽  
Unsaturated Ketones ◽  
Recent Developments ◽  
Catalytic Asymmetric

Many chiral ethers have important physiological activities. Although many asymmetric hydroalkoxylations of olefins with alcohols or phenols have been developed to make chiral ethers, challenges still remain in achieving high reactivity and selectivity over an ever-increasing diversity of alkenes and alcohols. In this review, recent developments on catalytic asymmetric alkene hydroalkoxylations are summarized based on the substitution patterns of alkenes.1 Introduction2 Asymmetric Hydroalkoxylation of Non-Activated Alkenes2.1 Intramolecular Additions2.2 Intermolecular Additions3 Asymmetric Hydroalkoxylation of Enol Ethers3.1 Intramolecular Additions3.2 Intermolecular Additions4 Asymmetric Hydroalkoxylation of α,β-Unsaturated Carbonyl Compounds4.1 α,β-Unsaturated Ketones and Aldehydes as Substrates4.2 α,β-Unsaturated Esters, Amides and Carboxylic Acids as Substrates5 Asymmetric Hydroalkoxylation of Allenes5.1 Intramolecular Additions5.2 Intermolecular Additions6 Conclusion

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