ChemInform Abstract: Diastereoselective Synthesis of Functionalized Carbazoles via a Sequential Diels-Alder/Ene Reaction Strategy.

ChemInform ◽  
2015 ◽  
Vol 46 (28) ◽  
pp. no-no
Author(s):  
Joseph Cowell ◽  
Matokah Abualnaja ◽  
Stephanie Morton ◽  
Ruth Linder ◽  
Faye Buckingham ◽  
...  
Keyword(s):  
Diels Alder ◽  
Diastereoselective Synthesis ◽  
Ene Reaction

Diastereoselective synthesis of functionalised carbazoles via a sequential Diels–Alder/ene reaction strategy

RSC Advances ◽  
2015 ◽  
Vol 5 (21) ◽  
pp. 16125-16152 ◽  
Author(s):  
Joseph Cowell ◽  
Matokah Abualnaja ◽  
Stephanie Morton ◽  
Ruth Linder ◽  
Faye Buckingham ◽  
...  
Keyword(s):  
Diels Alder ◽  
Diastereoselective Synthesis ◽  
Reaction Sequence ◽  
One Pot ◽  
Ene Reaction

A one-pot, three-component, synthesis of saturated carbazoles and related pyridazino[3,4-b]indoles is described, involving an intermolecular Diels–Alder/intermolecular ene reaction sequence with relative stereocontrol of up to four stereocentres.

Uncatalyzed diastereoselective synthesis of alkyliminofurochromone-derived benzylmalononitriles via a three-component cascade reaction: competition between Diels–Alder cycloaddition and Michael addition

2021 ◽  
Author(s):  
Mohammad Bagher Teimouri ◽  
Zahra Mokhtare ◽  
Hamid Reza Khavasi
Keyword(s):  
Michael Addition ◽  
Heterocyclic Ring ◽  
Cascade Reaction ◽  
Diels Alder ◽  
Chemical Bonds ◽  
Diastereoselective Synthesis ◽  
Atom Economy ◽  
One Pot

Three new chemical bonds and three stereogenic centres and one heterocyclic ring were assembled stereoselectively in a convenient high atom-economy one-pot operation.

ChemInform Abstract: Formal [2 + 2 + 2] Cycloaddition Strategy Based on an Intramolecular Propargylic Ene Reaction/Diels-Alder Cycloaddition Cascade.

ChemInform ◽  
2010 ◽  
Vol 42 (1) ◽  
pp. no-no
Author(s):  
Julia M. Robinson ◽  
Takeo Sakai ◽  
Katsuhiko Okano ◽  
Takafumi Kitawaki ◽  
Rick L. Danheiser
Keyword(s):  
Diels Alder ◽  
Ene Reaction

scholarly journals Diastereoselective synthesis of novel spiro indanone fused pyrano[3,2-c]chromene derivatives following hetero-Diels–Alder reaction andin vitroanticancer studies

RSC Advances ◽  
2018 ◽  
Vol 8 (30) ◽  
pp. 16802-16814 ◽  
Author(s):  
Pravati Panda ◽  
Sabita Nayak ◽  
Susanta Ku. Sahoo ◽  
Seetaram Mohapatra ◽  
Deepika Nayak ◽  
...  
Keyword(s):  
Anticancer Activity ◽  
Alder Reaction ◽  
Diels Alder ◽  
Diastereoselective Synthesis ◽  
Diels Alder Reaction

Synthesis of novel spiro indanone fused pyrano[3,2-c]chromene derivatives following hetero-Diels–Alder reaction has been demonstrated and evaluated for theirin vitroanticancer activity.

scholarly journals Zur Reaktivität des Germaethens Me2Ge=C(SiMe3)2: Mechanistische Aspekte der Diels-Aider- und En-Reaktionen [1] / On the Reactivity of Germaethene Me2Ge=C (SiMe3)2: Mechanistic Aspects of Diels Alder and Ene Reactions [1]

1996 ◽  
Vol 51 (6) ◽  
pp. 838-850 ◽  
Author(s):  
Nils Wiberg ◽  
Susanne Wagner
Keyword(s):  
Double Bond ◽  
Energy Difference ◽  
Diels Alder ◽  
Bond Polarity ◽  
Ene Reactions ◽  
Ene Reaction

Abstract Diels-Alder and ene reactions of germaethene Me2Ge=C(SiMe3)2 (2) with butadienes respectively, take place regioselectively, as well as stereoselectively. They are accelerated by an increasing tendency of substituents in butadiene or propene to donate electrons (e.g. 2-methylbutadiene > butadiene; 2-methylpropene > propene), and retarded by an increasing bulkyness of substituents in 1,4- or 1,3-positions (e.g. 1-methylbutadiene > 2-methylbutadiene; 1-vinylpropene > propene). It is concluded from these studies that Diels-Alder and ene reactions of 2 occur - like those of Me2Si=C(SiMe3)2 (1) or of ethenes >C=C< - in a concerted way and are HOMOdiene-LUMOdienophile and HOMOene-LUMOenophile controlled. Thus 2 and 1 behave as carbon analogues. With regard to a specific diene or ene (e.g. anthracene; toluene), 2 is the better dienophile or enophile than 1 or ethenes. With a fixed diene/ene mixture (e.g. butadiene/propene), 2 acts as the better dienophile, while 1 is the better enophile. These results can be explained by the π/π*- energy difference and the double bond polarity decreasing in the direction 1 > 2. Only cis-piperylene gives a [2+2] cycloadduct with 2. besides two [4+2] cycloadducts, and an ene reaction product

Nitrosocarbonyl Carbohydrate Derivatives: Hetero Diels–Alder and Ene Reaction Products for Useful Organic Synthesis

Synthesis ◽  
2020 ◽  
Author(s):  
Paolo Quadrelli ◽  
Marco Corti ◽  
Marco Leusciatti ◽  
Mattia Moiola ◽  
Mariella Mella
Keyword(s):  
Organic Synthesis ◽  
Tertiary Amine ◽  
Diels Alder ◽  
Mild Oxidation ◽  
Reaction Products ◽  
Ene Reaction ◽  
Nitrile Oxides

AbstractThe generation and trapping of two new nitrosocarbonyl intermediates bearing carbohydrate-based chiral substituents is achieved by the mild oxidation of the corresponding nitrile oxides with tertiary amine N-oxides. Their capture with suitable dienes and alkenes afforded the corresponding hetero Diels–Alder cycloadducts and ene adducts from fair to excellent yields. The entire methodology looks highly promising by the easy conversion of aldoximes into hydroxymoyl halides, widening the access to nitrosocarbonyls, versatile tools in organic synthesis.

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