Directed Synthesis of Nonsymmetrical Bis-Steroidal Pyrazines and the First Biologically Active Cephalostatin Analogues

Directed Synthesis of Nonsymmetrical Bis-Steroidal Pyrazines and the First Biologically Active Cephalostatin Analogues

Thermolysis of vinylazides affords azirines that can be captured in situ with enamino ketones. This reaction sequence (see below) was developed into a new general method for the preparation of nonsymmetrical pyrazines and applied to the synthesis of cephalostatin analogues with high biological activ...

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Veröffentlicht in:Angewandte Chemie International Edition 1996-07, Vol.35 (13-14), p.1572-1574
Hauptverfasser: Drögemüller, Michael, Jautelat, Rolf, Winterfeldt, Ekkehard
Format: Artikel
Sprache:eng
Schlagworte:
azirines
cephalostatins
enamine ketones
pyrazines
synthetic methods
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Beschreibung
Zusammenfassung:Thermolysis of vinylazides affords azirines that can be captured in situ with enamino ketones. This reaction sequence (see below) was developed into a new general method for the preparation of nonsymmetrical pyrazines and applied to the synthesis of cephalostatin analogues with high biological activity.
ISSN:0570-0833
1521-3773
DOI:10.1002/anie.199615721