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Synthesis of 1,2,3,12a,12b-Hexahydrocyclopropa-[1,2-d]benzo[f]pyrrolo[1,2-b]isoquinolin-5,7-dione related to duocarmycins and anthramycin

✍ Scribed by Atigadda Venkatram; Tara Colley; Jack Deruiter; Forrest Smith

Publisher: Journal of Heterocyclic Chemistry
Year: 2005
Tongue: English
Weight: 72 KB
Volume: 42
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.5570420220

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✦ Synopsis

Structural features of the

Duocarmycins

and

Anthramycin were incorporated into 1,2,3,12a,12b-hexa

The synthesis of the cis and trans diastereomers was accomplished using a benzyne Diels-Alder reaction and an imine-anhydride cyclization as key steps.

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