IMINOPHOSPHORANE-MEDIATED SYNTHESIS OF 1-ACYL-BETA-CARBOLINES - A NEWACCESS TO THE ALKALOIDS EUDISTOMIN-T, EUDISTOMIN-S AND XESTOMANZAMINE-A OF MARINE ORIGIN

Authors
MOLINA P FRESNEDA PM GARCIAZAFRA S
Citation
P. Molina et al., IMINOPHOSPHORANE-MEDIATED SYNTHESIS OF 1-ACYL-BETA-CARBOLINES - A NEWACCESS TO THE ALKALOIDS EUDISTOMIN-T, EUDISTOMIN-S AND XESTOMANZAMINE-A OF MARINE ORIGIN, Tetrahedron letters, 37(52), 1996, pp. 9353-9356
Citations number
14
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
52
Year of publication
1996
Pages
9353 - 9356
Database
ISI
SICI code
0040-4039(1996)37:52<9353:ISO1-A>2.0.ZU;2-0
Abstract
New syntheses of the alkaloids eudistomin T and S are described. The k ey step, formation of the 1-phenylacetyl beta-carboline, involves a ta ndem aza Witrig I electrocyclic ring closure process. The first synthe sis of the alkaloid xestomanzamine A is achieved by coupling of a N-pr otected harmane, now available via aza Wittig / electrocyclic ring clo sure process, with a 5-lithioimidazole derivative. Copyright (C) 1996 Elsevier Science Ltd