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The Absolute Configuration of Axinellamine A, a Pyrrole Alkaloid of the Marine Sponge Axinella sp., was Determined as R by Synthesizing Its ( S )‐Isomer
Author(s) -
Seki Masanori,
Mori Kenji
Publication year - 2001
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/1099-0690(200102)2001:3<503::aid-ejoc503>3.0.co;2-6
Subject(s) - pyrrole , absolute configuration , chemistry , sponge , metabolite , stereochemistry , alkaloid , absolute (philosophy) , total synthesis , organic chemistry , botany , biochemistry , philosophy , epistemology , biology
( S )‐(+)‐Axinellamine A [(2 E ,4 E ,6 S )‐2‐(6‐methyl‐2,4‐octadienyl)pyrrole, 1 ] was synthesized by starting from ( S )‐(−)‐2‐methylbutan‐1‐ol and pyrrole. The absolute configuration of the naturally occurring (−)‐axinellamine A, a metabolite of the marine sponge Axinella sp., was therefore determined as R .