Abstract
Synthesis of the ansa-bridged benzofuranquinone (±)- tridentoquinone (±)-(1) is approached by construction of a C4 methyl ketone chain at the 3-position of 6-bromo-4, 5, 7-trimethoxy-2, 2-dimethyl-2, 3-dihydrobenzofuran (10) and alkylation at its 6-position leading after modification to a dimethyl C10 aldehydic chain. Closure of the ansa bridge by McMurry coupling of the aldehyde and ketone groups of the intermediate (33) with C8K/TiCl3 appears to occur, but in poor yield and with uncertain stereochemistry, and the synthesis has not been completed.
Original language | English |
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Pages (from-to) | 515-529 |
Number of pages | 15 |
Journal | Australian Journal of Chemistry |
Volume | 48 |
Issue number | 3 |
DOIs | |
Publication status | Published - 1 Jan 1995 |