The application of vinylogous iminium salt derivatives to an efficient relay synthesis of the pyrrole containing alkaloids polycitone A and B

Autor: Bret R. Adams, Robert B. Miller, Daniel W. Callahan, Nicholas E. Lauerman, Karen X. Du, Edith J. Banner, James A. Sikorski, John T. Gupton, Stuart C. Clough, Keith Krumpe, Kartik M. Keertikar, Barrett A. Little, John M. Solano, Austin B. Scharf, Rene P.F. Kanters
Rok vydání: 2005
Předmět:
Zdroj: Tetrahedron. 61:1845-1854
ISSN: 0040-4020
DOI: 10.1016/j.tet.2004.12.015
Popis: A new and efficient relay synthesis of the marine natural products polycitone A and B is described. The new strategy relies on the formation of 2,4-disubstituted pyrroles from a vinamidinium salt followed by electrophilic substitution at the 5-position of the pyrrole and Suzuki coupling at the 4-position to produce the tetrasubstituted heterocycle efficiently and with complete control of regiochemistry.
Databáze: OpenAIRE