Synthesis in the field of podophyllotoxin and related analogues: Part XII - Synthesis of benzodioxan analogue of didemethoxy-beta-apopicropodophyllin

Shashikanth, S. and Hegde, G. L. (2004) Synthesis in the field of podophyllotoxin and related analogues: Part XII - Synthesis of benzodioxan analogue of didemethoxy-beta-apopicropodophyllin. Indian journal of chemistry, 43 (8). pp. 1713-1720. ISSN 0975-0983

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Official URL: http://hdl.handle.net/123456789/18793

Abstract

The benzodioxan analogue of didemethoxy-beta-apopicropodophyllin 15 has been synthesized starting from 6. On Stobbe condensation of 2,3-dihydro-benzo1,4]dioxin-6-yl-(4-methoxyphenyl)methanone 6 with diethyl succinate gives 7 which on reduction with sodium amalgam yields 8. Cyclisation of 8 with PPA furnishes tetralone ester 10. Formylation of 10 with ethyl formate and sodium hydride affords 11, which on sodium borohydride reduction followed by alkaline hydrolysis and finally on treatment with p-toluenesulphonyl chloride gives 15.

Item Type: Article
Subjects: C Chemical Science > Chemistry
Divisions: Department of > Chemistry
Depositing User: Users 23 not found.
Date Deposited: 31 Aug 2019 07:09
Last Modified: 31 Aug 2019 07:09
URI: http://eprints.uni-mysore.ac.in/id/eprint/6557

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