dc.contributor.author | Hossain, Md. Firoj | |
dc.contributor.author | Lemmerer, Andreas | |
dc.contributor.author | de Koning, Charles B | |
dc.date.accessioned | 2020-12-01T10:15:07Z | |
dc.date.available | 2020-12-01T10:15:07Z | |
dc.date.issued | 2020 | |
dc.identifier.citation | Hossain, Md. F. et al . (2020). The synthesis of 7,9-dimethoxy-3-propyl-3,4-dihydro-1H benzo[g]isochromene1,5,10-trione: A potential monomer for the synthesis of the natural product
xylindein. Arkivoc , part v, 0-0 | en_US |
dc.identifier.issn | 15517004 | |
dc.identifier.uri | 10.24820/ark.5550190.p011.313 | |
dc.identifier.uri | http://hdl.handle.net/10566/5467 | |
dc.description.abstract | A novel synthesis of a 3-propyl-substituted-benzo[g]isochromene quinone, a potential monomer of the
natural product xylindein, was accomplished in 9 steps (overall yield of 8.2%) from 2,4-
dimethoxybenzaldehyde. Key steps included the use of a cross-metathesis reaction in which ethyl-3-allyl-4-
(benzyloxy)-1,6,8-trimethoxy-2-naphthoate was converted into ethyl-4-(benzyloxy)-1,6,8-trimethoxy-3-(4-
oxopent-2-enyl)-2-naphthoate as a mixture of (E)- and (Z)-isomers. Following an oxa-Michael addition
reaction, a racemic mixture of the desired product, 5-(benzyloxy)-7,9,10-trimethoxy-3-(2-oxopropyl)-3,4-
dihydro-1H-benzo[g]isochromen-1-one, the basic xylindein lactone skeleton, was obtained. | en_US |
dc.language.iso | en | en_US |
dc.publisher | Arkivoc | en_US |
dc.subject | Xylindein | en_US |
dc.subject | Chemistry | en_US |
dc.subject | Benzo[g]isochromene quinone | en_US |
dc.subject | Cross-metathesis | en_US |
dc.title | The synthesis of 7,9-dimethoxy-3-propyl-3,4-dihydro-1H-benzo[g]isochromene1,5,10-trione: A potential monomer for the synthesis of the natural product xylindein | en_US |
dc.type | Article | en_US |