Synthesis of CC-1065 and duocarmycin analogs via intramolecular aryl radical cyclization of a tethered vinyl chloride

Boger, Dale L., Boyce, Christopher W., Garbaccio, Robert M. and Searcey, Mark ORCID: https://orcid.org/0000-0003-2273-8949 (1998) Synthesis of CC-1065 and duocarmycin analogs via intramolecular aryl radical cyclization of a tethered vinyl chloride. Tetrahedron Letters, 39 (16). pp. 2227-2230. ISSN 0040-4039

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Abstract

The 5-exo-trig radical cyclization of an aryl halide onto a tethered vinyl chloride produces the 3-chloromethyl dihydroindole precursors for CC- 1065 and duocarmycin analogs with chlorine installed as a suitable leaving group for subsequent cyclopropane spirocyclization. The generality of this approach was examined in the context of six CC-1065 and duocarmycin analogs previously synthesized in this laboratory.

Item Type: Article
Additional Information: Funding Information: important class of agents.” Acknowledgments. We gratefully acknowledge the financial support of the National Institute of Heatlh (CA55276) and the award of an ACS Organic Division Fellowship (RMG) sponsored by Zeneca Pharmaceuticals.
Uncontrolled Keywords: biochemistry,drug discovery,organic chemistry ,/dk/atira/pure/subjectarea/asjc/1300/1303
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Depositing User: LivePure Connector
Date Deposited: 03 Oct 2022 12:31
Last Modified: 24 Oct 2022 15:31
URI: https://ueaeprints.uea.ac.uk/id/eprint/88817
DOI: 10.1016/S0040-4039(98)00232-9

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