Total synthesis of the fumiquinazoline alkaloids: Solid-phase studies


Wang, H. S. and Ganesan, A. (1970) 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
Digital Object Identifier (DOI): doi:10.1021/cc9900807
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
ePrint ID: 18849
Accepted Date and Publication Date:
Status
1 January 1970UNSPECIFIED
Date Deposited: 12 Dec 2005
Last Modified: 31 Mar 2016 11:35
URI: http://eprints.soton.ac.uk/id/eprint/18849

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