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Diarylprolinol Silyl Ether as Catalyst of an exo-Selective, Enantioselective Diels−Alder Reaction
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Abstract
In combined use with CF3CO2H, 2-[bis(3,5-bis-trifluoromethylphenyl) triethylsiloxymethyl]pyrrolidine was found to be an effective organocatalyst of an exo-selective, enantioselective Diels−Alder reaction of α,β-unsaturated aldehydes.
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This article has been cited by 13 ACS Journal articles (5 most recent appear below).
Organocatalytic Michael–Knoevenagel–Hetero-Diels–Alder Reactions: An Efficient Asymmetric One-Pot Strategy to Isochromene Pyrimidinedione Derivatives
Bor-Cherng Hong, Nitin S. Dange, Chun-Feng Ding, and Ju-Hsiou LiaoOrganic Letters2012 14 (2), 448-451Organocatalytic Michael–Knoevenagel–Hetero-Diels–Alder Reactions: An Efficient Asymmetric One-Pot Strategy to Isochromene Pyrimidinedione Derivatives
Bor-Cherng Hong, Nitin S. Dange, Chun-Feng Ding, and Ju-Hsiou LiaoOrganic Letters2012 14 (2), 448-451Synthesis of isochromene pyrimidinedione derivatives having five stereocenters has been achieved by a one-pot Michael–Knoevenagel condensation–inverse-electron-demand hetero-Diels–Alder reaction of α, β-unsaturated aldehydes, olefinic nitroalkanes, and 1,...
Organocatalytic, Enantioselective Intramolecular [6 + 2] Cycloaddition Reaction for the Formation of Tricyclopentanoids and Insight on Its Mechanism from a Computational Study
Yujiro Hayashi, Hiroaki Gotoh, Masakazu Honma, Kuppusamy Sankar, Indresh Kumar, Hayato Ishikawa, Kohzo Konno, Hiroharu Yui, Seiji Tsuzuki, and Tadafumi UchimaruJournal of the American Chemical Society2011 133 (50), 20175-20185Organocatalytic, Enantioselective Intramolecular [6 + 2] Cycloaddition Reaction for the Formation of Tricyclopentanoids and Insight on Its Mechanism from a Computational Study
Yujiro Hayashi, Hiroaki Gotoh, Masakazu Honma, Kuppusamy Sankar, Indresh Kumar, Hayato Ishikawa, Kohzo Konno, Hiroharu Yui, Seiji Tsuzuki, and Tadafumi UchimaruJournal of the American Chemical Society2011 133 (50), 20175-20185Diphenylprolinol silyl ether was found to be an effective organocatalyst for promoting the asymmetric, catalytic, intramolecular [6 + 2] cycloaddition reactions of fulvenes substituted at the exocyclic 6-position with a δ-formylalkyl group to afford ...
Asymmetric Organocatalytic Cyclization and Cycloaddition Reactions
Albert Moyano and Ramon RiosChemical Reviews2011 111 (8), 4703-4832Asymmetric Organocatalytic Cyclization and Cycloaddition Reactions
Albert Moyano and Ramon RiosChemical Reviews2011 111 (8), 4703-4832
(1R)-(+)-Camphor and Acetone Derived α′-Hydroxy Enones in Asymmetric Diels−Alder Reaction: Catalytic Activation by Lewis and Brønsted Acids, Substrate Scope, Applications in Syntheses, and Mechanistic Studies
Patricia Bañuelos, Jesús M. García, Enrique Gómez-Bengoa, Ada Herrero, José M. Odriozola, Mikel Oiarbide, Claudio Palomo and Jesús RazkinThe Journal of Organic Chemistry2010 75 (5), 1458-1473(1R)-(+)-Camphor and Acetone Derived α′-Hydroxy Enones in Asymmetric Diels−Alder Reaction: Catalytic Activation by Lewis and Brønsted Acids, Substrate Scope, Applications in Syntheses, and Mechanistic Studies
Patricia Bañuelos, Jesús M. García, Enrique Gómez-Bengoa, Ada Herrero, José M. Odriozola, Mikel Oiarbide, Claudio Palomo and Jesús RazkinThe Journal of Organic Chemistry2010 75 (5), 1458-1473The Diels−Alder reaction constitutes one of the most powerful and convergent C−C bond-forming transformations and continues to be the privileged route to access cyclohexene substructures, which are widespread within natural products and bioactive ...
Cobalt-Mediated B−H Activation and Cyclopentadienyl-Participated Diels−Alder Addition in the Reaction of a 16e CpCo Complex Containing an o-Carborane-1,2-dithiolato Ligand with HC≡C−C(O)Ph
Yuguang Li, Qibai Jiang, Yizhi Li, Hong Yan and Vladimir I. BregadzeInorganic Chemistry2010 49 (1), 4-6Cobalt-Mediated B−H Activation and Cyclopentadienyl-Participated Diels−Alder Addition in the Reaction of a 16e CpCo Complex Containing an o-Carborane-1,2-dithiolato Ligand with HC≡C−C(O)Ph
Yuguang Li, Qibai Jiang, Yizhi Li, Hong Yan and Vladimir I. BregadzeInorganic Chemistry2010 49 (1), 4-6The reaction of the 16e half-sandwich complex CpCo(S2C2B10H10) (1) with HC≡C−C(O)Ph leads to a 17e complex 2 containing a bicyclo[2.2.1]heptene unit at the B3/B6 site of carborane. In the presence of air, water and silica 2 converts to two 16e complexes, ...
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History
- Published In Issue July 19, 2007
- Received April 30, 2007
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