Catalyzed Orientation Reversals in Diels–Alder Reactions

Canadian Journal of Chemistry ◽

10.1139/v75-086 ◽

1975 ◽

Vol 53 (4) ◽

pp. 616-618 ◽

Author(s):

Žarko Stojanac ◽

Robert A. Dickinson ◽

Nada Stojanac ◽

Ronald J. Woznow ◽

Zdenek Valenta

Keyword(s):

Diels Alder ◽

Acid Catalysts ◽

Acid Salt ◽

Lewis Acid Catalysts ◽

Preferential Formation ◽

Orientation Reversal

Lewis acid catalysts cause an orientation reversal in the Diels–Alder additions of 2,6-di-methyl-1,4-quinone (1) and toluquinone (12) to 1-substituted 1,3-butadienes and to 1,2- and 1,3-dialkyl dienes. These results are explained by the preferential formation of one reactive quinone–Lewis acid salt.

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Application of arylboron difluoride Lewis acid catalysts to the Diels-Alder reaction: Convenient, non-volatile alternatives to boron trifluoride

Tetrahedron ◽

10.1016/s0040-4020(99)00472-x ◽

1999 ◽

Vol 55 (28) ◽

pp. 8547-8554 ◽

Author(s):

Maria Fé de la Torre ◽

M.Cruz Caballero ◽

Andrew Whiting

Keyword(s):

Boron Trifluoride ◽

Alder Reaction ◽

Diels Alder ◽

Acid Catalysts ◽

Lewis Acid Catalysts ◽

Diels Alder Reaction

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Silver Phosphanes Partnered with Carborane Monoanions: Synthesis, Structures and Use as Highly Active Lewis Acid Catalysts in a Hetero-Diels–Alder Reaction

Chemistry - A European Journal ◽

10.1002/1521-3765(20020503)8:9<2088::aid-chem2088>3.0.co;2-l ◽

2002 ◽

Vol 8 (9) ◽

pp. 2088 ◽

Author(s):

Nathan J. Patmore ◽

Catherine Hague ◽

Jamie H. Cotgreave ◽

Mary F. Mahon ◽

Christopher G. Frost ◽

...

Keyword(s):

Alder Reaction ◽

Diels Alder ◽

Acid Catalysts ◽

Lewis Acid Catalysts ◽

Highly Active ◽

Diels Alder Reaction

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New Chiral Lewis Acid Catalysts Prepared from Simple Amino Acids and Their Use in Asymmetric Diels-Alder Reactions

Synlett ◽

10.1055/s-1990-21030 ◽

1990 ◽

Vol 1990 (04) ◽

pp. 194-196 ◽

Author(s):

Mayumi Takasu ◽

Hisashi Yamamoto

Keyword(s):

Amino Acids ◽

Diels Alder ◽

Acid Catalysts ◽

Lewis Acid Catalysts ◽

Chiral Lewis Acid

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A New Class of Chiral Lewis Acid Catalysts for Highly Enantioselective Hetero-Diels-Alder Reactions: Exceptionally High Turnover Numbers from Dirhodium(II) Carboxamidates

Journal of the American Chemical Society ◽

10.1021/ja015692l ◽

2001 ◽

Vol 123 (22) ◽

pp. 5366-5367 ◽

Author(s):

Michael P. Doyle ◽

Iain M. Phillips ◽

Wenhao Hu

Keyword(s):

Diels Alder ◽

Acid Catalysts ◽

High Turnover ◽

Lewis Acid Catalysts ◽

New Class ◽

Chiral Lewis Acid

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An In-Depth Look at the Effect of Lewis Acid Catalysts on Diels—Alder Cycloadditions in Ionic Liquids.

10.1002/chin.200545039 ◽

2005 ◽

Vol 36 (45) ◽

Author(s):

Guadalupe Silvero ◽

Maria Jose Arevalo ◽

Jose Luis Bravo ◽

Martin Avalos ◽

Jose Luis Jimenez ◽

...

Keyword(s):

Ionic Liquids ◽

Diels Alder ◽

Acid Catalysts ◽

Lewis Acid Catalysts

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New Lewis acid catalysts for the Diels-Alder reaction

Tetrahedron Letters ◽

10.1016/s0040-4039(00)99464-4 ◽

1989 ◽

Vol 30 (11) ◽

pp. 1357-1360 ◽

Author(s):

T. Ross Kelly ◽

Sanat K. Maity ◽

Premji Meghani ◽

Nizal S. Chandrakumar

Keyword(s):

Alder Reaction ◽

Diels Alder ◽

Acid Catalysts ◽

Lewis Acid Catalysts ◽

Diels Alder Reaction

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ChemInform Abstract: New Lewis Acid Catalysts for the Diels-Alder Reaction.

10.1002/chin.198938170 ◽

1989 ◽

Vol 20 (38) ◽

Author(s):

T. R. KELLY ◽

S. K. MAITY ◽

P. MEGHANI ◽

N. S. CHANDRAKUMAR

Keyword(s):

Alder Reaction ◽

Diels Alder ◽

Acid Catalysts ◽

Lewis Acid Catalysts ◽

Diels Alder Reaction

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Cationic bis(oxazoline) and pyridyl-bis(oxazoline)Cu(II) and Zn(II) Lewis acid catalysts. A comparative study in catalysis of Diels-Alder and aldol reactions

Tetrahedron Letters ◽

10.1016/0040-4039(96)01697-8 ◽

1996 ◽

Vol 37 (42) ◽

pp. 7481-7484 ◽

Author(s):

David A. Evans ◽

Marisa C. Kozlowski ◽

Jason S. Tedrow

Keyword(s):

Comparative Study ◽

Diels Alder ◽

Aldol Reactions ◽

Acid Catalysts ◽

Lewis Acid Catalysts

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ChemInform Abstract: Cationic Bis(oxazoline)Cu(II) Lewis Acid Catalysts. Enantioselective Furan Diels-Alder Reaction in the Synthesis of ent-Shikimic Acid.

10.1002/chin.199720178 ◽

2010 ◽

Vol 28 (20) ◽

pp. no-no

Author(s):

D. A. EVANS ◽

D. M. BARNES

Keyword(s):

Shikimic Acid ◽

Alder Reaction ◽

Diels Alder ◽

Acid Catalysts ◽

Lewis Acid Catalysts ◽

Diels Alder Reaction

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A Study of the Effects of the Lewis Acid Catalysts on Oxa‐Diels‐Alder Reactions through Molecular Electron Density Theory

ChemistrySelect ◽

10.1002/slct.202001061 ◽

2020 ◽

Vol 5 (17) ◽

pp. 5341-5348 ◽

Author(s):

Saeedreza Emamian ◽

Luis R. Domingo ◽

Seyed Javad Hosseini ◽

Safa Ali‐Asgari

Keyword(s):

Electron Density ◽

Diels Alder ◽

Acid Catalysts ◽

Lewis Acid Catalysts ◽

Molecular Electron ◽

Molecular Electron Density Theory

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