Total syntheses of (-)-fumiquinazolines A, B, and I.
[structure] The first total syntheses of (-)-fumiquinazolines A, B, and I have been accomplished efficiently using the Pd-catalyzed cyclization of an iodoindole carbamate to construct the imidazoindolone moiety and the dehydrative cyclization of a diamide followed by rearrangement through an amidine to construct the quinazolone moiety.
Snider
B B
BB
Department of Chemistry MS015, Brandeis University, Waltham, Massachusetts 02454-9110, USA. snider@brandeis.edu
Zeng
H
H
D001232:Aspergillus fumigatus / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D011799:Quinazolines / Q000138:chemical synthesis* / Q000494:pharmacology; D011949:Receptors, Cholecystokinin / Q000037:antagonists & inhibitors*; D013237:Stereoisomerism
D011799:Quinazolines; D011949:Receptors, Cholecystokinin; C419468:fumiquinazoline A; C419467:fumiquinazoline B; C419466:fumiquinazoline I