Quantum-chemical investigation of the Diels-Alder reaction in condensed isoindoles with a nodal nitrogen atom

1988 ◽  
Vol 24 (2) ◽  
pp. 179-185
Author(s):  
V. A. Kovtunenko ◽  
Z. V. Voitenko ◽  
L. I. Savranskii ◽  
A. K. Tyltin ◽  
F. S. Babichev
Keyword(s):  
Nitrogen Atom ◽  
Quantum Chemical ◽  
Alder Reaction ◽  
Diels Alder ◽  
Chemical Investigation ◽  
Quantum Chemical Investigation ◽  
Diels Alder Reaction

Novel Synthesis of Heterocyclic Compounds Having Angular Nitrogen Atom by Intramolecular Diels-Alder Reaction of 1-1-Azadienes

Heterocycles ◽  
1985 ◽  
Vol 23 (1) ◽  
pp. 221 ◽  
Author(s):  
Tetsuji Kametani ◽  
Masataka Ihara ◽  
Akihiro Kawaguchi ◽  
Tomoko Kirihara ◽  
Keiichiro Fukumoto
Keyword(s):  
Nitrogen Atom ◽  
Heterocyclic Compounds ◽  
Alder Reaction ◽  
Diels Alder ◽  
Diels Alder Reaction ◽  
Novel Synthesis

Recent Advances in Chemistry and Biological Activity of 2,6-Diphenyl piperidines

2021 ◽  
Vol 18 ◽  
Author(s):  
Mahmoud N. M. Yousif
Keyword(s):  
Biological Activity ◽  
Nitrogen Atom ◽  
Aromatic Aldehyde ◽  
Ammonium Acetate ◽  
Alder Reaction ◽  
Diels Alder ◽  
Diels Alder Reaction ◽  
Function Group ◽  
Methylene Group ◽  
Carbonyl Function

: The review discusses different methods for preparation of 2,6-diphenyl-piperidin-4-one derivatives. 2,6-Diphenyl-piperidin-4-one is prepared from aromatic aldehyde and acetone in ammonium acetate. Reaction of 1-phenylsulfinylpropan-2-one or 1-(4-chlorophenylsulfinyl)propan-2-one, aromatic aldehyde and ammonium acetate gives a series of 2,6-diaryl-2,3-dihydro-1H-pyridin-4-one 6a,b. 4-Phenyl-2-amino-1,3-butadienes reacts with N-allyl benzaldimine through Diels-Alder reaction to afford 2,6-diphenyl-4-piperidinone derivative 7. Also, reactions of 2,6-diphenyl-piperdin-4-one are discussed. The reactions of latter compounds can be on nitrogen atom or carbonyl function group or methylene group adjacent to carbonyl group. In addition, different applications of 2,6-diphenyl-piperidin-4-one are summarized.

Enantioselective Diels-Alder reaction of (E)-1-trimethylsilyloxy-1,3-butadiene with chiral glyoxylates

1990 ◽  
Vol 55 (1) ◽  
pp. 230-244 ◽  
Author(s):  
Otakar Červinka ◽  
Aleš Svatoš ◽  
Petr Trška ◽  
Pavel Pech
Keyword(s):  
Nmr Spectroscopy ◽  
Quantum Chemical Calculations ◽  
Absolute Configuration ◽  
Quantum Chemical ◽  
Alder Reaction ◽  
Diels Alder ◽  
Diels Alder Reaction ◽  
Chemical Correlation ◽  
The Absolute ◽  
C Nmr

Enantioselective Diels-Alder reaction of (E)-1-trimethylsilyloxy-1,3-butadiene (I) with chiral (-)-menthyl (II) and (-)-8-phenylmenthyl (III) glyoxylates in various solvents without or with catalysts was studied. The reactions gave a mixture of trans-and cis-isomers of (-)-menthyl (IV) and (-)-8-phenylmenthyl (V) 2-trimethylsilyloxy-5,6-dihydro-2H-pyran-6-carboxylates. The regioselectivity of the reaction was explained by quantum-chemical calculations, the enantioselectivity was determined using 13C NMR spectroscopy and the absolute configuration of the addition products was assigned on the basis of chemical correlation with (S)-(-)-dimethyl malate.

Application of Quantum-chemical Methods to the Diels–Alder Reaction

1988 ◽  
Vol 57 (5) ◽  
pp. 397-405 ◽  
Author(s):  
S S Babichev ◽  
V A Kovtunenko ◽  
Z V Voitenko ◽  
A K Tyltin
Keyword(s):  
Quantum Chemical ◽  
Alder Reaction ◽  
Diels Alder ◽  
Chemical Methods ◽  
Diels Alder Reaction ◽  
Quantum Chemical Methods
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