Diels-Alder reactions: The effects of catalyst on the addition reaction
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Date
2015
Journal Title
Journal ISSN
Volume Title
Publisher
Elsevier
Access Rights
info:eu-repo/semantics/openAccess
Abstract
The reaction between 2,3-dimethyl-1,3-butadiene and dimethyl 7-oxabicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate is efficiently achieved with small amounts of catalyst, i.e. phenol, AcOH, nafion, and beta-cyclodextrin. Exo-diastereoselective cycloaddition reactions were observed both without catalyst and different catalysts for 48 days. As a result, different products (tricyclicmolecule 5, retro-Diels-Alder product 6, and oxidation product 7) were obtained with different catalysts. In addition, we synthesized Diels-Alders product 8 and tricyclocyclitol 10 via Diels-Alder reaction. The structures of these products were characterized by H-1 NMR, C-13 NMR, MS and IR spectroscopy. (C) 2015 Elsevier B.V. All rights reserved.
Description
Keywords
Diels-Alder Addition, Cyclohexadiene, Retro-Diels-Alder Reaction, Substituted Benzene
Journal or Series
Journal of Molecular Structure
WoS Q Value
N/A
Scopus Q Value
Q1
Volume
1098
