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Azepines by photochemical ring enlargement of 9-azidopodophyllotoxin- and 9-azido-9′ -demethylepipodophyllotoxin derivatives

✍ Scribed by Laatsch, Hartmut ;Erns, Bernd Peter ;Hoffmann, Dieter

Book ID: 102904208
Publisher: John Wiley and Sons
Year: 1995
Tongue: English
Weight: 558 KB
Volume: 1995
Category: Article
ISSN: 0947-3440
DOI: 10.1002/jlac.1995199510248

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✦ Synopsis

Abstract

The azepines 5a‐5c were obtained by photochemical nitrene rearrangement of the azides 1e/1f and 4b/4c in cyclohexene, but not in other solvents. They are ring expansion products of podophyllotoxin (1a) and resemble steganacin (9), but show only low biological activity. The triazenes 7a/8a and the aziridine 8b are also less active than 1a.

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