scholarly journals One-pot Diels–Alder cycloaddition/gold(I)-catalyzed 6-endo-dig cyclization for the synthesis of the complex bicyclo[3.3.1]alkenone framework

2011 ◽  
Vol 7 ◽  
pp. 1007-1013 ◽  
Author(s):  
Boubacar Sow ◽  
Gabriel Bellavance ◽  
Francis Barabé ◽  
Louis Barriault
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Biologically Active ◽  
Quaternary Carbon ◽  
Rapid Synthesis ◽  
One Pot ◽  
Active Compounds ◽  
Carbon Centers ◽  
Diels Alder Reaction ◽  
Architectural Feature

The rapid synthesis of bicyclo[m.n.1]alkanone cores possessing quaternary carbon centers adjacent to a bridged ketone represents a significant synthetic challenge. This type of architectural feature is embedded in various complex biologically active compounds such as hyperforin and garsubellin A. Herein, we report a highly diastereoselective one-pot Diels–Alder reaction/Au(I)-catalyzed carbocyclization to generate bicyclo[3.3.1]alkanones in yields ranging from 48–93%.

Synthetic Studies on Bilobalide

Synlett ◽  
2020 ◽  
Vol 31 (03) ◽  
pp. 290-294
Author(s):  
Akihiro Shiogai ◽  
Tatsuya Toma ◽  
Satoshi Yokoshima
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Cyclic Acetal ◽  
Quaternary Carbon ◽  
Cyclic Anhydride ◽  
Carbon Centers ◽  
Diels Alder Reaction ◽  
Acidic Conditions ◽  
Synthetic Studies

We disclose our synthetic studies on bilobalide, which features a Diels–Alder reaction of a cyclic anhydride to form two contiguous quaternary carbon centers, desymmetrization of a symmetric diol, and construction of a cyclic acetal under acidic conditions with inversion of configuration at an allylic position.

Aza-Diels-Alder Reaction Between 1,2-Diaza-1,3-dienes and β-Aryl-α,β-unsaturated Carbonyl Compounds. Easy One-pot Entry to 2’-Oxo-imidazo[1’,5’- f]tetrahydropyridazine

2014 ◽  
Vol 10 (6) ◽  
pp. 951-960
Author(s):  
Orazio Attanasi ◽  
Luca Bianchi ◽  
Maurizio D’Auria ◽  
Gianfranco Favi ◽  
Fabio Mantellini ◽  
...  
Keyword(s):  
Carbonyl Compounds ◽  
Alder Reaction ◽  
Diels Alder ◽  
One Pot ◽  
Diels Alder Reaction

scholarly journals One-Pot and Metal-Free Synthesis of 3-Arylated 4-Nitrophenols via Polyfunctionalized Cyclohexanones from β-Nitrostyrenes

2020 ◽  
Author(s):  
Haruyasu Asahara ◽  
Minami Hiraishi ◽  
Nagatoshi Nishiwaki
Keyword(s):  
Dimethyl Sulfoxide ◽  
Catalytic Amount ◽  
Alder Reaction ◽  
Diels Alder ◽  
One Pot ◽  
Metal Free ◽  
Diels Alder Reaction ◽  
Thienyl Group ◽  
Danishefsky's Diene

β-Nitrostyrenes underwent the Diels-Alder reaction with Danishefsky’s diene to afford cyclohexenes together with the corresponding hydrolyzed products, 3-arylated 5-methoxy-4-nitrocyclohexanones. When the reaction was conducted in the presence of water, the cyclohexenes were efficiently hydrolyzed into cyclohexanones. Subsequent aromatization by heating the cyclohexanone with a catalytic amount of iodine in dimethyl sulfoxide gave 3-arylated 4-nitrophenols. The reaction of nitrostyrenes with Danishefsky’s diene could be conducted in one-pot to directly afford the corresponding nitrophenols. Moreover, a heteroaryl group such as a thienyl group could be introduced into the nitrophenol framework.

scholarly journals Bicyclic allyltin derivatives through selective “one pot” hydrostannation - Diels-Alder reaction

ARKIVOC ◽  
2011 ◽  
Vol 2011 (7) ◽  
pp. 195-209 ◽  
Author(s):  
Romina A. Ocampo ◽  
Sandra D. Mandolesi ◽  
Liliana C. Koll
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
One Pot ◽  
Diels Alder Reaction
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