Total synthesis of the fumiquinazoline alkaloids: Solid-phase studies
Wang, H. S. and Ganesan, A. (2005) Total synthesis of the fumiquinazoline alkaloids: Solid-phase studies. Journal of Combinatorial Chemistry, 2, (2), 186-194. (doi: 10.1021/cc9900807).
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Description/Abstract
We have previously described an efficient four-step synthesis of the fumiquinazoline alkaloids (Wang, H.; Ganesan, A. J. Org. Chem. 1998, 63, 2432-2433). Here, we demonstrate that this route is readily adaptable to combinatorial synthesis on solid phase. Linear tripeptides containing a central anthranilate unit were assembled on the Wang resin and subjected to dehydration and cyclative release to yield the pyrazino[2,1-b]quinazoline-3,6-diones in high purity. To demonstrate the scope of this protocol, a small library [ca. 20 compounds] of unnatural analogues was prepared by parallel synthesis.
| Item Type: | Article |
|---|---|
| Additional Information: | <br />*ERROR Date not Compatible!! for field :date_issue Bad value :Mar Apr 2000* |
| Related URLs: | |
| Subjects: | Q Science Q Science > QD Chemistry |
| Divisions: | University Structure - Pre August 2011 > School of Chemistry |
| Item ID: | 18849 |
| Date Deposited: | 12 Dec 2005 |
| Last Modified: | 01 Jun 2011 03:53 |
| Contributors: | Wang, H. S. (Author) Ganesan, A. (Author) |
| Date: | 12 December 2005 |
| Additional Information: | <br />*ERROR Date not Compatible!! for field :date_issue Bad value :Mar Apr 2000* |
| Status: | Unpublished |
| URI: | http://eprints.soton.ac.uk/id/eprint/18849 |
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