scholarly journals Enhancing the Scope of the Diels–Alder Reaction through Isonitrile Chemistry: Emergence of a New Class of Acyl-Activated Dienophiles

2012 ◽  
Vol 134 (25) ◽  
pp. 10659-10663 ◽  
Author(s):  
Steven D. Townsend ◽  
Xiangyang Wu ◽  
Samuel J. Danishefsky
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
New Class ◽  
Diels Alder Reaction

ChemInform Abstract: The Synthesis of a New Class of Highly Fluorescent Chromones via an Inverse-Demand Hetero-Diels-Alder Reaction.

ChemInform ◽  
2015 ◽  
Vol 46 (45) ◽  
pp. no-no
Author(s):  
Jake R. Zimmerman ◽  
Olivia Johntony ◽  
Daniel Steigerwald ◽  
Cody Criss ◽  
Brian J. Myers ◽  
...  
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
New Class ◽  
Diels Alder Reaction ◽  
Inverse Demand

scholarly journals Application of New Efficient Hoveyda–Grubbs Catalysts Comprising an N→Ru Coordinate Bond in a Six-Membered Ring for the Synthesis of Natural Product-Like Cyclopenta[b]furo[2,3-c]pyrroles

Molecules ◽  
2020 ◽  
Vol 25 (22) ◽  
pp. 5379
Author(s):  
Alexandra S. Antonova ◽  
Marina A. Vinokurova ◽  
Pavel A. Kumandin ◽  
Natalia L. Merkulova ◽  
Anna A. Sinelshchikova ◽  
...  
Keyword(s):  
Maleic Anhydride ◽  
Natural Product ◽  
Alder Reaction ◽  
Membered Ring ◽  
Diels Alder ◽  
New Class ◽  
Diels Alder Reaction ◽  
Grubbs Catalysts ◽  
Coordinate Bond ◽  
Diastereomer Mixture

The ring rearrangement metathesis (RRM) of a trans-cis diastereomer mixture of methyl 3-allyl-3a,6-epoxyisoindole-7-carboxylates derived from cheap, accessible and renewable furan-based precursors in the presence of a new class of Hoveyda–Grubbs-type catalysts, comprising an N→Ru coordinate bond in a six-membered ring, results in the difficult-to-obtain natural product-like cyclopenta[b]furo[2,3-c]pyrroles. In this process, only one diastereomer with a trans-arrangement of the 3-allyl fragment relative to the 3a,6-epoxy bridge enters into the rearrangement, while the cis-isomers polymerize almost completely under the same conditions. The tested catalysts are active in the temperature range from 60 to 120 °C at a concentration of 0.5 mol % and provide better yields of the target tricycles compared to the most popular commercially available second-generation Hoveyda–Grubbs catalyst. The diastereoselectivity of the intramolecular Diels–Alder reaction furan (IMDAF) reaction between starting 1-(furan-2-yl)but-3-en-1-amines and maleic anhydride, leading to 3a,6-epoxyisoindole-7-carboxylates, was studied as well.

Total synthesis of 14β-fluorosteroids via a transannular Diels–Alder reaction

2006 ◽  
Vol 84 (1) ◽  
pp. 29-48 ◽  
Author(s):  
Sylvie Beaubien ◽  
Pierre Deslongchamps
Keyword(s):  
Cardiovascular Diseases ◽  
Total Synthesis ◽  
Key Words ◽  
Inhibitory Activity ◽  
Alder Reaction ◽  
Diels Alder ◽  
New Class ◽  
Diels Alder Reaction

14β-Fluorosteroids 3 and 4 were synthesized to give a new class of unnatural cardenolides. The total synthesis of racemic 14β-fluorosteroids was accomplished using a highly diastereoselective transannular Diels–Alder reaction on a trans-cis-cis macrocyclic triene. The α-fluoro analog 4 provided a comparable inhibitory activity to natural digitoxigenin 1.Key words: fluorosteroid, bioisostere, cardiovascular diseases, transannular Diels–Alder reaction (TADA), macrocyclization.

Preparation and Properties of Rubberlike High Polymers. II. Polymerization of Mixtures in Bulk

1947 ◽  
Vol 20 (2) ◽  
pp. 380-391
Author(s):  
C. Koningsberger ◽  
G. Salomon
Keyword(s):  
Mechanical Properties ◽  
Alder Reaction ◽  
Diels Alder ◽  
The Other ◽  
New Class ◽  
Diels Alder Reaction ◽  
Vinyl Compound ◽  
Other Hand ◽  
Higher Temperature ◽  
High Polymers

Abstract Mixtures of butadiene and dimethylbutadiene with varying quantities of styrene and acrylonitrile were copolymerized under various catalytic conditions at 100° C. The formation of cyclic dimers from dienes and vinyl compounds is, in some cases, much more pronounced than the dimerization of the dienes alone. Since the latter is also a kind of Diels-Alder reaction, a series with increasing dienophilic properties can be established from a comparison of the yields of cyclic dimers. From solubility and swelling experiments it is evident that the polymers prepared from butadiene and the vinyl compounds and those from dimethylbutadiene and acrylonitrile are true copolymers. The mechanical properties of the copolymers from butadiene and increasing amounts of a vinyl compound change gradually from those of a rubber to those of the polyvinyl compound. The copolymers from a mixture containing 30 per cent styrene or acrylonitrile are very similar to Buna-S and Perbunan, respectively. Copolymers of the same composition from dimethylbutadiene and acrylonitrile, on the other hand, form a new class of thermoplastics with a much higher temperature of elasticity.

A Diels–Alder reaction between cyanates and cyclopentadienone-derivatives – a new class of crosslinkable oligomers

2019 ◽  
Vol 10 (6) ◽  
pp. 698-704 ◽  
Author(s):  
S. Grätz ◽  
H. Komber ◽  
M. Bauer ◽  
B. Voit
Keyword(s):  
Thermal Resistance ◽  
Alder Reaction ◽  
Diels Alder ◽  
Refractive Indices ◽  
New Class ◽  
Diels Alder Reaction ◽  
High Thermal Resistance

A Diels–Alder reaction between cyclopentadienones and cyanates yields thermally crosslinkable oligomers, which combine high thermal resistance and high refractive indices.

The Synthesis of a New Class of Highly Fluorescent Chromones via an Inverse-Demand Hetero-Diels–Alder Reaction

2015 ◽  
Vol 17 (13) ◽  
pp. 3256-3259 ◽  
Author(s):  
Jake R. Zimmerman ◽  
Olivia Johntony ◽  
Daniel Steigerwald ◽  
Cody Criss ◽  
Brian J. Myers ◽  
...  
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
New Class ◽  
Diels Alder Reaction ◽  
Inverse Demand
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