Ontology highlight
ABSTRACT:
SUBMITTER: Cao B
PROVIDER: S-EPMC3397449 | biostudies-literature | 2012 Jun
REPOSITORIES: biostudies-literature
Cao Banpeng B Ding Haixin H Yang Ruchun R Wang Xiaoji X Xiao Qiang Q
Marine drugs 20120620 6
In the present paper, we report an efficient total synthesis of a marine alkaloid, rigidin E. The key tetrasubstituted 2-amino-3-carboxamidepyrrole intermediate was synthesized by cascade Michael addition/intramolecular cyclization between N-(2-(4-(benzyloxy)phenyl)-2-oxoethyl)methanesulfonamide and 3-(4-(benzyloxy)phenyl)-2-cyano-N-methylacrylamide. Subsequent carbonylation with triphosgene catalyzed by I(2) and deprotection of benzyl groups afforded rigidin E in 21% overall yield. This strateg ...[more]