Bromley, William and Gibson, Mairi and Lang, Stuart and Raw, Steven and Whitwood, Adrian and Taylor, Richard (2007) Tandem inverse electron demand Diels-Alder, retro Diels-Alder and intramolecular Diels-Alder sequences : one-pot synthesis of diaza-polycycles. Tetrahedron, 63 (26). pp. 6004-6014. ISSN 0040-4020
Full text not available in this repository. (Request a copy from the Strathclyde author)Abstract
A new and straightforward methodology is described for the construction of complex nitrogen-containing polycycles from substituted 1,2,4-triazines and enamines, prepared in situ from carbonyl components and allylic amines. The transformation proceeds via a pericyclic reaction cascade (inverse electron demand Diels-Alder then retro Diels-Alder then intramolecular Diels-Alder) forming the polycyclic systems in good to excellent yield and with high diastereoselectivity in a one-pot procedure. The scope and limitations of the methodology are discribed as are preliminary studies to extend its synthetic utilitiy.
| Item type: | Article |
|---|---|
| ID code: | 35773 |
| Keywords: | substituted 1,2,4-triazines, Diels-Alder reactions , inverse electron demand, IMDA, cascade or tandem processes, diaza-polycycles, Chemistry |
| Subjects: | Science > Chemistry |
| Department: | Faculty of Science > Pure and Applied Chemistry |
| Related URLs: | |
| Depositing user: | Pure Administrator |
| Date Deposited: | 15 Nov 2011 11:52 |
| Last modified: | 12 Mar 2012 11:40 |
| URI: | http://strathprints.strath.ac.uk/id/eprint/35773 |
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