Short and flexible route to 3,4-diarylpyrrole marine alkaloids: syntheses of permethyl storniamide A, ningalin B, and lamellarin G trimethyl ether

• Published in: Tetrahedron letters Vol. 44; no. 24; pp. 4443 - 4446
• Main Authors: Iwao, Masatomo, Takeuchi, Toshiro, Fujikawa, Naotaka, Fukuda, Tsutomu, Ishibashi, Fumito
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 09.06.2003; Elsevier
• Subjects: Chemistry; Chemistry, Organic; Physical Sciences; Science & Technology; ALPHA 20-SULFATE; BIOMIMETIC TOTAL-SYNTHESIS; POLYCITONE; 1ST SYNTHESIS; COUPLING REACTION; EFFICIENT SYNTHESIS; LUKIANOL; PYRROLES; CONCISE SYNTHESIS; DERIVATIVES
• ISSN: 0040-4039; 1873-3581
• DOI: 10.1016/S0040-4039(03)01031-1

A highly efficient route to 3,4-diarylpyrrole marine alkaloids has been developed using Hinsberg-type pyrrole synthesis and palladium-catalyzed Suzuki cross-coupling of the 3,4-dihydroxypyrrole bis-triflate derivatives as key reactions. Based on this approach, formal syntheses of permethyl storniami...