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Total synthesis of the fumiquinazoline alkaloids: Solid-phase studies

By H. S. Wang and A. Ganesan

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

Topics: Q, QD
Year: 1970
OAI identifier: oai:eprints.soton.ac.uk:18849
Provided by: e-Prints Soton
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