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Synthesis of Fluorogypsetin and Fluorobrevianamide E by a Novel Fluorination–Cyclization of cyclo ‐ L ‐Trp‐ L ‐AAs
Author(s) -
Shibata Norio,
Tarui Takanao,
Doi Yasuhiro,
Kirk Kenneth L.
Publication year - 2001
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/1521-3773(20011203)40:23<4461::aid-anie4461>3.0.co;2-e
Subject(s) - christian ministry , indole test , tryptophan , chemistry , stereochemistry , library science , organic chemistry , amino acid , computer science , biochemistry , political science , law
Fluoro‐isosteres of natural products containing hexahydropyrazino[1′,2′‐1,5]pyrrolo[2,3‐ b ]indole‐1,4‐dione moieties are readily prepared by FP‐T300‐mediated fluorination–cyclization of cyclo‐Trp‐AAs (Trp=tryptophan, AA=amino acid). Isosteres 1 b and 2 b of gypsetin ( 1 a ) and brevianamide E ( 2 a ), respectively, were thus synthesized.