Synthesis of a photo-activated analog of the antitumor antibiotic FR 900482
Date
1997
Authors
Rollins, Samuel Burke, author
Williams, Robert M., advisor
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Abstract
A novel synthetic route to the benzazocine framework of the antitumor antibiotic FR 900482 is presented. The synthesis of the benzazocine ring is characterized by a convergent asymmetric strategy. Although the benzazocine ring was not elaborated into the bicyclic skeleton of the natural product, synthesis of a hitherto unknown class of latent mitosenes was accomplished. Acylation of the benzazocine nitrogen with a photo cleavable protecting group allowed for the formation of the highly reactive mitosene under non-reductive conditions.
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Subject
Antineoplastic antibiotics
Organic compounds -- Synthesis