Abstract
Pentadienyl cation electrocyclizations have played key roles in the syntheses of many complex organic molecules. Herein, theoretical studies on the mechanisms of pentadienyl cation electrocyclizations are reviewed and general principles applicable to the design of such reactions are highlighted.
Keywords: Pentadienyl, carbocation, electrocyclization, Nazarov, quantum chemistry, Cyclopentene rings, Post-Hartree-Fock, Density functional theory, Highest occupied molecular orbital (HOMO), Conrotation, Torquoselectivity, C2 rotation, Houk's torquoselectivity model, Lewis acid activation, Trauner's systems, Vinyl allenes, Hammond Postulate, The Bell-Evans-Polanyi Principle, Zwitterionic species, Piancatelli reaction, Substituents at C3, Brønsted acids, Metal Promoted Cyclizations
Current Organic Chemistry
Title: Theoretical Studies on Pentadienyl Cation Electrocyclizations
Volume: 14 Issue: 15
Author(s): Rebecca L. Davis and Dean J. Tantillo
Affiliation:
Keywords: Pentadienyl, carbocation, electrocyclization, Nazarov, quantum chemistry, Cyclopentene rings, Post-Hartree-Fock, Density functional theory, Highest occupied molecular orbital (HOMO), Conrotation, Torquoselectivity, C2 rotation, Houk's torquoselectivity model, Lewis acid activation, Trauner's systems, Vinyl allenes, Hammond Postulate, The Bell-Evans-Polanyi Principle, Zwitterionic species, Piancatelli reaction, Substituents at C3, Brønsted acids, Metal Promoted Cyclizations
Abstract: Pentadienyl cation electrocyclizations have played key roles in the syntheses of many complex organic molecules. Herein, theoretical studies on the mechanisms of pentadienyl cation electrocyclizations are reviewed and general principles applicable to the design of such reactions are highlighted.
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Cite this article as:
L. Davis Rebecca and J. Tantillo Dean, Theoretical Studies on Pentadienyl Cation Electrocyclizations, Current Organic Chemistry 2010; 14 (15) . https://dx.doi.org/10.2174/138527210793563297
DOI https://dx.doi.org/10.2174/138527210793563297 |
Print ISSN 1385-2728 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5348 |
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