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

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

The Inverse Demand Oxa-Diels–Alder Reaction of Resorcinarenes: An Experimental and Theoretical Analysis of Regioselectivity and Diastereoselectivity

2016 ◽  
Vol 81 (14) ◽  
pp. 6018-6025 ◽  
Author(s):  
Karolina Stefańska ◽  
Hanna Jędrzejewska ◽  
Michał Wierzbicki ◽  
Agnieszka Szumna ◽  
Waldemar Iwanek
Keyword(s):  
Theoretical Analysis ◽  
Alder Reaction ◽  
Diels Alder ◽  
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.

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