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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.

โœ Scribed by Atigadda Venkatram; Tara Colley; Jack DeRuiter; Forrest Smith

Publisher
John Wiley and Sons
Year
2005
Weight
27 KB
Volume
36
Category
Article
ISSN
0931-7597

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โœฆ Synopsis

Abstract

For Abstract see ChemInform Abstract in Full Text.

๐Ÿ“œ SIMILAR VOLUMES

Synthesis of 1,2,3,12a,12b-Hexahydrocycl
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
โœ Atigadda Venkatram; Tara Colley; Jack Deruiter; Forrest Smith ๐Ÿ“‚ Article ๐Ÿ“… 2005 ๐Ÿ› Journal of Heterocyclic Chemistry ๐ŸŒ English โš– 72 KB

## 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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An efficient synthesis of novel spiro 2,3,7,8-tetrahydro-benzo[1,2-b:5,4-b 0 ]dipyran-4,6-dione and 2,3,8,9tetrahydro-benzo[1,2-b:4,3-b 0 ]dipyran-4,10-dione derivatives in high yields under microwave irradiation is described. The reaction was also studied under conventional heating conditions.