ARYLLEAD TRIACETATES AS SYNTHONS FOR THE SYNTHESIS OF BIFLAVONOIDS .1. SYNTHESIS AND REACTIVITY OF A FLAVANONYLLEAD TRIACETATE

Authors
DONNELLY DMX FITZPATRICK BM FINET JP
Citation
Dmx. Donnelly et al., ARYLLEAD TRIACETATES AS SYNTHONS FOR THE SYNTHESIS OF BIFLAVONOIDS .1. SYNTHESIS AND REACTIVITY OF A FLAVANONYLLEAD TRIACETATE, Journal of the Chemical Society. Perkin transactions. I, (13), 1994, pp. 1791-1795
Citations number
24
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I → ACNP
ISSN journal
0300922X
Issue
13
Year of publication
1994
Pages
1791 - 1795
Database
ISI
SICI code
0300-922X(1994):13<1791:ATASFT>2.0.ZU;2-3
Abstract
The 8-triacetoxyplumbylflavane derivative 11 was prepared in 4 steps i n 28% overall yield from 4',5,7-flavanone. It reacted with the benzofu ranone allyl beta-keto ester 12 to yield a 8-(benzofuran-2-yl)flavanon e 13 in 66%. Removal of the allyl ester group and cleavage of the diox olane ring afforded the 8-(3-oxobenzofuran-2-yl)flavanone. This reacti on shows that complex polyfunctional aryllead triacetates can be made and selectively coupled with activated ketones.