Trialkylsulfonium and Tetraalkylammonium Salts as Hydrogen-Bonding Catalysts in an Aza-Diels-Alder Reaction: Experimental and Computational Studies

Masahiro Yamanaka; Seiji Shirakawa; Ayaka Mochizuki; Takumi Nakamura; Keiji Maruoka

doi:10.3987/com-19-s(f)48

Trialkylsulfonium and Tetraalkylammonium Salts as Hydrogen-Bonding Catalysts in an Aza-Diels-Alder Reaction: Experimental and Computational Studies

Heterocycles ◽

10.3987/com-19-s(f)48 ◽

2020 ◽

Vol 101 (2) ◽

pp. 580 ◽

Cited By ~ 1

Author(s):

Masahiro Yamanaka ◽

Seiji Shirakawa ◽

Ayaka Mochizuki ◽

Takumi Nakamura ◽

Keiji Maruoka

Keyword(s):

Hydrogen Bonding ◽

Alder Reaction ◽

Diels Alder ◽

Computational Studies ◽

Tetraalkylammonium Salts ◽

Diels Alder Reaction

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Hydrogen-Bonding Catalysis of Tetraalkylammonium Salts in an Aza-Diels-Alder Reaction

Chemistry - An Asian Journal ◽

10.1002/asia.201600781 ◽

2016 ◽

Vol 11 (15) ◽

pp. 2126-2129 ◽

Cited By ~ 13

Author(s):

Yusuke Kumatabara ◽

Shiho Kaneko ◽

Satoshi Nakata ◽

Seiji Shirakawa ◽

Keiji Maruoka

Keyword(s):

Hydrogen Bonding ◽

Alder Reaction ◽

Diels Alder ◽

Tetraalkylammonium Salts ◽

Diels Alder Reaction

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ChemInform Abstract: Hydrogen-Bonding Catalysis of Tetraalkylammonium Salts in an Aza-Diels-Alder Reaction

ChemInform ◽

10.1002/chin.201650122 ◽

2016 ◽

Vol 47 (50) ◽

Author(s):

Yusuke Kumatabara ◽

Shiho Kaneko ◽

Satoshi Nakata ◽

Seiji Shirakawa ◽

Keiji Maruoka

Keyword(s):

Hydrogen Bonding ◽

Alder Reaction ◽

Diels Alder ◽

Tetraalkylammonium Salts ◽

Diels Alder Reaction

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Synthesis and Computational Studies Demonstrate the Utility of an Intramolecular Styryl Diels–Alder Reaction and Di-t-butylhydroxytoluene Assisted [1,3]-Shift to Construct Anticancer dl-Deoxypodophyllotoxin

The Journal of Organic Chemistry ◽

10.1021/acs.joc.7b02957 ◽

2018 ◽

Vol 83 (4) ◽

pp. 2018-2026 ◽

Cited By ~ 5

Author(s):

Diana I. Saavedra ◽

Benjamin D. Rencher ◽

Doo-Hyun Kwon ◽

Stacey J. Smith ◽

Daniel H. Ess ◽

...

Keyword(s):

Alder Reaction ◽

Diels Alder ◽

Computational Studies ◽

Diels Alder Reaction

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Thermolysis of allene-1,1-dicarboxamides: acceleration of the intramolecular Diels–Alder reaction by intramolecular hydrogen bonding and a novel bicyclo[2.2.2]- to bicyclo[3.2.1]-alkadiene rearrangement

Journal of the Chemical Society Chemical Communications ◽

10.1039/c39840000900 ◽

1984 ◽

pp. 900-901 ◽

Cited By ~ 15

Author(s):

Gerhard Himbert ◽

Klaus Diehl ◽

Gerhard Mass

Keyword(s):

Hydrogen Bonding ◽

Intramolecular Hydrogen Bonding ◽

Alder Reaction ◽

Diels Alder ◽

Diels Alder Reaction ◽

Intramolecular Hydrogen

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Stereocontrol of the Intramolecular Diels−Alder Reaction by Internal Hydrogen Bonding

European Journal of Organic Chemistry ◽

10.1002/ejoc.200300414 ◽

2003 ◽

Vol 2003 (20) ◽

pp. 4059-4068 ◽

Cited By ~ 15

Author(s):

Tory N. Cayzer ◽

Michael N. Paddon-Row ◽

Michael S. Sherburn

Keyword(s):

Hydrogen Bonding ◽

Alder Reaction ◽

Diels Alder ◽

Diels Alder Reaction ◽

Internal Hydrogen

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Computational Studies of Chiral Catalysts: A Comparative Molecular Field Analysis of an Asymmetric Diels−Alder Reaction with Catalysts Containing Bisoxazoline or Phosphinooxazoline Ligands

The Journal of Organic Chemistry ◽

10.1021/jo0267697 ◽

2003 ◽

Vol 68 (12) ◽

pp. 4648-4656 ◽

Cited By ~ 23

Author(s):

Kenny B. Lipkowitz ◽

Meeta Pradhan

Keyword(s):

Alder Reaction ◽

Diels Alder ◽

Field Analysis ◽

Molecular Field ◽

Computational Studies ◽

Comparative Molecular Field Analysis ◽

Chiral Catalysts ◽

Molecular Field Analysis ◽

Diels Alder Reaction

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Computational Studies of the Origin of Regiospecificity in the [4+2] Diels−Alder Reaction between R2BNR2‘ Compounds and Substitutedcis-Butadienes

Organometallics ◽

10.1021/om030356u ◽

2003 ◽

Vol 22 (18) ◽

pp. 3748-3752 ◽

Cited By ~ 1

Author(s):

Thomas M. Gilbert

Keyword(s):

Alder Reaction ◽

Diels Alder ◽

Computational Studies ◽

Diels Alder Reaction

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Enantioselective Catalysis of the Hetero-Diels-Alder Reaction between Brassard's Diene and Aldehydes by Hydrogen-Bonding Activation: A One-Step Synthesis of (S)-(+)-Dihydrokawain

Chemistry - A European Journal ◽

10.1002/chem.200590022 ◽

2005 ◽

Vol 11 (7) ◽

pp. 1975-1975

Author(s):

Haifeng Du ◽

Dongbo Zhao ◽

Kuiling Ding

Keyword(s):

Hydrogen Bonding ◽

Alder Reaction ◽

Diels Alder ◽

Enantioselective Catalysis ◽

Diels Alder Reaction ◽

One Step

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SYNTHETIC CONTROL BY INTERNAL HYDROGEN BONDING. THE INTRAMOLECULAR DIELS–ALDER REACTION OF NITROFURAN AND α,β-UNSATURATED CARBOXAMIDES

Chemistry Letters ◽

10.1246/cl.1980.1013 ◽

1980 ◽

Vol 9 (8) ◽

pp. 1013-1016 ◽

Cited By ~ 10

Author(s):

Teruaki Mukaiyama ◽

Toyonori Takebayashi

Keyword(s):

Hydrogen Bonding ◽

Alder Reaction ◽

Diels Alder ◽

Synthetic Control ◽

Diels Alder Reaction ◽

Internal Hydrogen

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Effect of hydrogen bonding on the intramolecular cycloaddition Diels–Alder reaction of triene-amide in an aqueous solution (case of a single molecule of water)

Tetrahedron ◽

10.1016/j.tet.2015.10.078 ◽

2016 ◽

Vol 72 (1) ◽

pp. 76-83 ◽

Cited By ~ 11

Author(s):

Abdelilah Benallou ◽

Habib El Alaoui El Abdallaoui ◽

Hocine Garmes

Keyword(s):

Aqueous Solution ◽

Hydrogen Bonding ◽

Single Molecule ◽

Alder Reaction ◽

Diels Alder ◽

Intramolecular Cycloaddition ◽

Diels Alder Reaction

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