Experimental and Theoretical Studies on the Hydrogen-Bond-Promoted Enantioselective Hetero-Diels−Alder Reaction of Danishefsky's Diene with Benzaldehyde

2006 ◽  
Vol 71 (7) ◽  
pp. 2862-2869 ◽  
Author(s):  
Xue Zhang ◽  
Haifeng Du ◽  
Zheng Wang ◽  
Yun-Dong Wu ◽  
Kuiling Ding
Keyword(s):  
Hydrogen Bond ◽  
Alder Reaction ◽  
Diels Alder ◽  
Theoretical Studies ◽  
Diels Alder Reaction ◽  
Danishefsky's Diene ◽  
Experimental And Theoretical Studies

Structural Investigations into theretro-Diels-Alder Reaction. Experimental and Theoretical Studies

2002 ◽  
Vol 124 (18) ◽  
pp. 5091-5099 ◽  
Author(s):  
David Birney ◽  
Tang Kuan Lim ◽  
Joanne H. P. Koh ◽  
Brett R. Pool ◽  
Jonathan M. White
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Theoretical Studies ◽  
Structural Investigations ◽  
Diels Alder Reaction ◽  
Experimental And Theoretical Studies

Retro Diels–Alder reaction under mild conditions: experimental and theoretical studies

2006 ◽  
Vol 4 (10) ◽  
pp. 1854-1856 ◽  
Author(s):  
Sambasivarao Kotha ◽  
Shaibal Banerjee ◽  
Mahendra P. Patil ◽  
Raghavan B. Sunoj
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Theoretical Studies ◽  
Mild Conditions ◽  
Diels Alder Reaction ◽  
Experimental And Theoretical Studies

Experimental and Theoretical Studies on the Radical-Cation-Mediated Imino-Diels–Alder Reaction

2011 ◽  
Vol 13 (19) ◽  
pp. 5116-5119 ◽  
Author(s):  
Raul Pérez-Ruiz ◽  
Luis R. Domingo ◽  
M. Consuelo Jiménez ◽  
Miguel A. Miranda
Keyword(s):  
Radical Cation ◽  
Alder Reaction ◽  
Diels Alder ◽  
Theoretical Studies ◽  
Diels Alder Reaction ◽  
Experimental And Theoretical Studies

Enantioselective Diels–Alder Reaction of 3-Nitrocoumarins Promoted by Chiral Organoammonium Salt Catalysts

Synlett ◽  
2020 ◽  
Vol 31 (20) ◽  
pp. 2013-2017
Author(s):  
Akira Sakakura ◽  
Yudai Fujii ◽  
Ryota Nakao ◽  
Saki Sugihara ◽  
Keita Fujita ◽  
...  
Keyword(s):  
Amino Alcohol ◽  
Alder Reaction ◽  
Diels Alder ◽  
Diels Alder Reaction ◽  
Danishefsky's Diene

AbstractAn enantioselective Diels–Alder reaction of 3-nitrocoumarins has been developed. A tryptophan-derived C 1-symmetric organoammonium thiourea catalyst promoted the reaction of 3-nitrocoumarins with Danishefsky’s diene to give the corresponding adducts with good enantioselectivity (up to 94% ee). One of the resulting adducts was converted into a chiral carbocyclic quaternary β-amino alcohol.

Insights into the stereoselective BF3-catalyzed hetero Diels–Alder reaction of Garner’s aldehyde with Danishefsky’s diene

2010 ◽  
Vol 21 (4) ◽  
pp. 398-404 ◽  
Author(s):  
Carolina Fontana ◽  
Marcelo Incerti ◽  
Guillermo Moyna ◽  
Eduardo Manta
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Diels Alder Reaction ◽  
Danishefsky's Diene

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.

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