ChemInform Abstract: A Novel and Efficient Tandem Aldol Condensation-Diels-Alder Reaction Pathway for the Direct Synthesis of Dehydrodecaline Derivatives.

ChemInform ◽  
2012 ◽  
Vol 43 (50) ◽  
pp. no-no
Author(s):  
M. Saeed Abaee ◽  
Mohammad M. Mojtahedi ◽  
Farveh Saberi ◽  
Ghazal Karimi ◽  
M. Taghi Rezaei ◽  
...  
Synlett ◽  
2012 ◽  
Vol 23 (14) ◽  
pp. 2073-2076 ◽  
Author(s):  
M. Abaee ◽  
Mohammad Mojtahedi ◽  
Farveh Saberi ◽  
Ghazal Karimi ◽  
M. Rezaei ◽  
...  

2020 ◽  
Vol 53 (2) ◽  
pp. 207-212
Author(s):  
Vladimir D. Kiselev ◽  
Anastasia O. Kolesnikova ◽  
Ildar F. Dinikaev ◽  
Alexey A. Shulyatiev ◽  
Alexander E. Klimovitskii ◽  
...  

ACS Omega ◽  
2020 ◽  
Vol 5 (16) ◽  
pp. 9311-9315
Author(s):  
Huangchao Yu ◽  
Ellie L. Fought ◽  
Theresa L. Windus ◽  
George A. Kraus

Synthesis ◽  
2018 ◽  
Vol 51 (05) ◽  
pp. 1123-1134 ◽  
Author(s):  
Yannick Stöckl ◽  
Wolfgang Frey ◽  
Johannes Lang ◽  
Birgit Claasen ◽  
Angelika Baro ◽  
...  

The organocatalytic Michael reaction of easily available 1-cyclopentene-1-carbaldehyde and 1,3-dicarbonyl compounds led to cyclopentanecarbaldehydes on a gram scale with low catalyst loading (2 mol%) and high enantioselectivity. The synthetic potential of 4-acylhexahydroindenones from intramolecular aldol condensation was demonstrated by Diels–Alder reaction to a tetracyclic derivative with seven stereogenic centers. The diastereofacial preference of the tetracyclic product was confirmed by DFT calculations. The described reaction sequence is characterized by few redox-economic steps and high degree of molecular complexity.


INDIAN DRUGS ◽  
2021 ◽  
Vol 58 (10) ◽  
pp. 5-6
Author(s):  
Nagaraj Rao ◽  

Dear Reader, Two basic reactions that were taught to us in the organic chemistry courses were the aldol condensation reaction and the Diels-Alder reaction. In aldol condensation, discovered by the French chemist Charles Wurtz in 1872, an enolate ion reacts with a carbonyl compound in the presence of an acid/ base catalyst to form a β-hydroxy aldehyde or a β-hydroxy ketone, usually followed by dehydration to give a conjugated enone. If the enolate ion and the carbonyl group are present in the same molecule, then the aldol reaction is intramolecular. It is an extremely useful carbon-carbon bond-forming reaction. The Diels-Alder reaction, discovered in 1928 by the German chemist Otto Diels and his student Kurt Alder, is the reaction between a conjugated diene and an alkene, a so-called dienophile, to form an unsaturated six-membered ring. It is called a cycloaddition reaction, since the reaction involves the formation of a cyclic product via a cyclic transition state. Uncatalysed Diels– Alder reactions usually require extended reaction times at elevated pressures and temperatures with the formation of by-products, hence various catalysts are employed. The Diels-Alder reaction also has great industrial relevance and the discoverers were crowned with the 1950 Nobel Prize in Chemistry. The aldol condensation reaction and the Diels-Alder reaction typically require catalysts, basically Brønsted acids, Brønsted bases, Lewis acids or Lewis bases. This triggered the minds of Dr. David MacMillan and Dr. Benjamin List for different reasons at different locations in USA around not so different times, more than twenty years ago, culminating in their being jointly awarded the Nobel Prize in Chemistry for this year.


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