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Synthesis of Ecteinascidin 743 Analogues from Cyanosafracin B: Isolation of a Kinetically Stable Quinoneimine Tautomer of a 5‐Hydroxyindole
Author(s) -
Ceballos Plácido A.,
Pérez Marta,
Cuevas Carmen,
Francesch Andrés,
Manzanares Ignacio,
Echavarren Antonio M.
Publication year - 2006
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/ejoc.200500882
Subject(s) - tautomer , chemistry , stereochemistry , amidine , medicinal chemistry
Phthalimido derivatives of cyanosafracin B have been synthesized as analogues of the antitumor agent ecteinascidin 743. As part of this study, a quinoneimine has been prepared, which is a kinetically stable tautomer of a 5‐hydroxyindole. This quinoneimine tautomer is stable under acidic and mild basic conditions. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)