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Alkylation of substituted pyrrole dianions; Synthetic studies directed at the B/C ring systems of CC-1065

✍ Scribed by Thomas A. Bryson; Gary A. Roth; Liu Jing-hau

Publisher: Elsevier Science
Year: 1986
Tongue: French
Weight: 229 KB
Volume: 27
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)83853-8

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✦ Synopsis

The dianion chemistry of pyrroles is investigated using several alkylating agents. Inter-followed by intramolecular alkylation with dibromoethane affords cyclopropylpyrroles 7-10. The B/C ring systems of CC-1065, a potent antitumor agentl, have been the target of several synthetic studiesz. The antitumor activity of CC-1065 has been shown to occur via 1,6-opening of the cyclopropane ring by N-3 of an adenine base in DNA3. In light of this, our synthetic strategy directed

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Synthetic studies directed at the B/C ri

Synthetic studies directed at the B/C ring systems of CC-1065; Preparation of substituted cyclopropyl indolenones

✍ Thomas A. Bryson; Gary A. Roth 📂 Article 📅 1986 🏛 Elsevier Science 🌐 French ⚖ 222 KB

Cyclopropyl indolenones are synthesized in good overall yields. The key reaction is an intramolecular enolate ring closure giving rise to the six membered carbocyclic ring. In a previous communication we described the base induced cyclopropanation of 2,5-