Homo-Diels-Alder reaction of a very inactive diene, bicyclo[2,2,1]hepta-2,5-diene, with the most active dienophile, 4-phenyl-1,2,4-triazolin-3,5-dione. Solvent, temperature, and high pressure influence on the reaction rate

2012 ◽  
Vol 26 (1) ◽  
pp. 47-53 ◽  
Author(s):  
Vladimir D. Kiselev ◽  
Ilzida I. Shakirova ◽  
Dmitry A. Kornilov ◽  
Helen A. Kashaeva ◽  
Lubov N. Potapova ◽  
...  
Keyword(s):  
High Pressure ◽  
Reaction Rate ◽  
Alder Reaction ◽  
Diels Alder ◽  
Diels Alder Reaction

scholarly journals Hetero-Diels–Alder reactions of hetaryl and aryl thioketones with acetylenic dienophiles

2015 ◽  
Vol 11 ◽  
pp. 576-582 ◽  
Author(s):  
Grzegorz Mlostoń ◽  
Paulina Grzelak ◽  
Maciej Mikina ◽  
Anthony Linden ◽  
Heinz Heimgartner
Keyword(s):  
High Pressure ◽  
Room Temperature ◽  
Thermal Conditions ◽  
Alder Reaction ◽  
Diels Alder ◽  
Hydrogen Shift ◽  
Diels Alder Reaction ◽  
Shift Sequence

Selected hetaryl and aryl thioketones react with acetylenecarboxylates under thermal conditions in the presence of LiClO4 or, alternatively, under high-pressure conditions (5 kbar) at room temperature yielding thiopyran derivatives. The hetero-Diels–Alder reaction occurs in a chemo- and regioselective manner. The initially formed [4 + 2] cycloadducts rearrange via a 1,3-hydrogen shift sequence to give the final products. The latter were smoothly oxidized by treatment with mCPBA to the corresponding sulfones.

Simple, efficient total synthesis of cantharidin via a high-pressure Diels-Alder reaction

1980 ◽  
Vol 102 (22) ◽  
pp. 6893-6894 ◽  
Author(s):  
William G. Dauben ◽  
Carl R. Kessel ◽  
Kazuo H. Takemura
Keyword(s):  
High Pressure ◽  
Total Synthesis ◽  
Alder Reaction ◽  
Diels Alder ◽  
Diels Alder Reaction

ChemInform Abstract: The High Pressure-Mediated Intramolecular Diels-Alder Reaction of Furans: Factors Controlling Cycloaddition with Monoactivated Dienophiles.

ChemInform ◽  
1989 ◽  
Vol 20 (14) ◽  
Author(s):  
L. M. HARWOOD ◽  
S. A. LEEMING ◽  
N. S. ISAACS ◽  
G. JONES ◽  
J. PICKARD ◽  
...  
Keyword(s):  
High Pressure ◽  
Alder Reaction ◽  
Diels Alder ◽  
Diels Alder Reaction

High Pressure Diels-Alder Reaction of 1-Methyl-2(1H)-pyridones Having a Phenyl Group with N-Phenylmaleimide

Heterocycles ◽  
1990 ◽  
Vol 30 (1) ◽  
pp. 359 ◽  
Author(s):  
Hiroshi Tomisawa ◽  
Hiroto Nakano ◽  
Hiroshi Hongo
Keyword(s):  
High Pressure ◽  
Phenyl Group ◽  
Alder Reaction ◽  
Diels Alder ◽  
Diels Alder Reaction

ChemInform Abstract: High-Pressure Mediated Asymmetric Diels-Alder Reaction of Chiral Sulfinylacrylate Derivatives and Its Application to Chiral Synthesis of (-)-COTC and (-)-Gabosine C.

ChemInform ◽  
2010 ◽  
Vol 33 (22) ◽  
pp. no-no
Author(s):  
Tamiko Takahashi ◽  
Yoko Yamakoshi ◽  
Kazuya Okayama ◽  
Junko Yamada ◽  
Wei-Ying Ge ◽  
...  
Keyword(s):  
High Pressure ◽  
Alder Reaction ◽  
Diels Alder ◽  
Chiral Synthesis ◽  
Diels Alder Reaction

ChemInform Abstract: THE HIGH PRESSURE MEDIATED INTRAMOLECULAR DIELS-ALDER REACTION OF FURAN DIENES: A SYNTHETIC APPROACH TOWARDS DAPHNANES

1985 ◽  
Vol 16 (34) ◽  
Author(s):  
S. J. BURRELL ◽  
A. E. DEROME ◽  
M. S. EDENBOROUGH ◽  
L. M. HARWOOD ◽  
S. A. LEEMING ◽  
...  
Keyword(s):  
High Pressure ◽  
Alder Reaction ◽  
Diels Alder ◽  
Synthetic Approach ◽  
Diels Alder Reaction

ChemInform Abstract: Switching Stereocontrol in the High Pressure-Induced Hetero-Diels-Alder Reaction.

ChemInform ◽  
2000 ◽  
Vol 31 (41) ◽  
pp. no-no
Author(s):  
Hashim Al-Badri ◽  
Noel Collignon ◽  
Jacques Maddaluno ◽  
Serge Masson
Keyword(s):  
High Pressure ◽  
Alder Reaction ◽  
Diels Alder ◽  
Diels Alder Reaction
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