Diastereoselective Synthesis of Functionalized Angularly-Fused Tetracyclesviaan Organocatalytic Quadruple Reaction Sequence

2017 ◽  
Vol 359 (8) ◽  
pp. 1277-1282 ◽  
Author(s):  
Fu-Jie Chang ◽  
Ramani Gurubrahamam ◽  
Kwunmin Chen
Keyword(s):  
Diastereoselective Synthesis ◽  
Reaction Sequence

ChemInform Abstract: Three-Component, One-Pot Diastereoselective Synthesis of 4-Amidotetrahydropyrans via the Prins-Ritter Reaction Sequence.

ChemInform ◽  
2008 ◽  
Vol 39 (38) ◽  
Author(s):  
J. S. Yadav ◽  
B. V. Subba Reddy ◽  
S. Aravind ◽  
G. G. K. S. Narayana Kumar ◽  
C. Madhavi ◽  
...  
Keyword(s):  
Ritter Reaction ◽  
Diastereoselective Synthesis ◽  
Reaction Sequence ◽  
One Pot

ChemInform Abstract: A Sakurai-Prins-Ritter Reaction Sequence for the Diastereoselective Synthesis of 4-Amidotetrahydropyrans Catalyzed by Bismuth Triflate.

ChemInform ◽  
2009 ◽  
Vol 40 (3) ◽  
Author(s):  
Gowravaram Sabitha ◽  
M. Bhikshapathi ◽  
Sambit Nayak ◽  
J. S. Yadav ◽  
R. Ravi ◽  
...  
Keyword(s):  
Ritter Reaction ◽  
Diastereoselective Synthesis ◽  
Reaction Sequence ◽  
Bismuth Triflate

Three-component, one-pot diastereoselective synthesis of 4-amidotetrahydropyrans via the Prins–Ritter reaction sequence

Tetrahedron ◽  
2008 ◽  
Vol 64 (13) ◽  
pp. 3025-3031 ◽  
Author(s):  
J.S. Yadav ◽  
B.V. Subba Reddy ◽  
S. Aravind ◽  
G.G.K.S. Narayana Kumar ◽  
C. Madhavi ◽  
...  
Keyword(s):  
Ritter Reaction ◽  
Diastereoselective Synthesis ◽  
Reaction Sequence ◽  
One Pot

Diastereoselective Synthesis of CF3-Substituted Spiroisochromans by [1,5]-Hydride Shift/Cyclization/Intramolecular Friedel–Crafts Reaction Sequence

2019 ◽  
Vol 21 (7) ◽  
pp. 2383-2387 ◽  
Author(s):  
Risa Tamura ◽  
Eriko Kitamura ◽  
Ryosuke Tsutsumi ◽  
Masahiro Yamanaka ◽  
Takahiko Akiyama ◽  
...  
Keyword(s):  
Diastereoselective Synthesis ◽  
Reaction Sequence ◽  
Hydride Shift

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.

A Sakurai–Prins–Ritter reaction sequence for the diastereoselective synthesis of 4-amidotetrahydropyrans catalyzed by bismuth triflate

2008 ◽  
Vol 49 (40) ◽  
pp. 5727-5731 ◽  
Author(s):  
Gowravaram Sabitha ◽  
M. Bhikshapathi ◽  
Sambit Nayak ◽  
J.S. Yadav ◽  
R. Ravi ◽  
...  
Keyword(s):  
Ritter Reaction ◽  
Diastereoselective Synthesis ◽  
Reaction Sequence ◽  
Bismuth Triflate

NO3• Induced Self-Terminating Radical Oxygenations: Diastereoselective Synthesis of Anellated Pyrrolidines

2004 ◽  
Vol 57 (11) ◽  
pp. 1055 ◽  
Author(s):  
Arne Stademann ◽  
Uta Wille
Keyword(s):  
Nitrogen Atom ◽  
Radical Cyclization ◽  
Radical Cyclizations ◽  
Diastereoselective Synthesis ◽  
Reaction Sequence ◽  
Complex Interplay ◽  
Pyrrolidine Ring ◽  
Substitution Pattern ◽  
Nitrate Radicals ◽  
Oxidative Radical Cyclization

Anellated pyrrolidines 19–22 were obtained through a diastereoselective self-terminating, oxidative radical cyclization cascade by treating the cis-cyclopentyl substituted alkynyl amines 14–18 with photochemically generated nitrate radicals, NO3●. A fast and modular access to the starting materials 14–18 was developed, which readily enables variation of the substitution pattern at the pyrrolidine ring formed upon radical cyclization. The diastereoselectivity of this reaction sequence was found to be strongly influenced by the nature of the substituents at the nitrogen atom. This shows that a complex interplay of both steric and stereoelectronic effects orchestrates the stereoselectivity of 5-exo radical cyclizations of highly substituted radicals.

scholarly journals A catalyst-free multicomponent domino sequence for the diastereoselective synthesis of (E)-3-[2-arylcarbonyl-3-(arylamino)allyl]chromen-4-ones

2014 ◽  
Vol 10 ◽  
pp. 459-465 ◽  
Author(s):  
Pitchaimani Prasanna ◽  
Pethaiah Gunasekaran ◽  
Subbu Perumal ◽  
J Carlos Menéndez
Keyword(s):  
Thermal Decomposition ◽  
Carbon Monoxide ◽  
Nucleophilic Attack ◽  
Diastereoselective Synthesis ◽  
Elimination Reaction ◽  
Domino Reactions ◽  
Reaction Sequence ◽  
Catalyst Free ◽  
Michael Type Addition

The three-component domino reactions of (E)-3-(dimethylamino)-1-arylprop-2-en-1-ones, 3-formylchromone and anilines under catalyst-free conditions afforded a library of novel (E)-3-(2-arylcarbonyl-3-(arylamino)allyl)-4H-chromen-4-ones in good to excellent yields and in a diastereoselective transformation. This transformation generates one C–C and one C–N bond and presumably proceeds via a reaction sequence comprising a Michael-type addition–elimination reaction, a nucleophilic attack of an enamine to a carbonyl reminiscent of one of the steps of the Bayllis–Hilman condensation, and a final deoxygenation. The deoxygenation is assumed to be induced by carbon monoxide resulting from the thermal decomposition of the dimethylformamide solvent.

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