Journal article

Synthetic approaches to mycorrhizin a and gilmicolin. II early introduction of a C3 side chain into a benzofuranol precursor

RFC Brown, GL Edwards, CM Jones, ID Rae, PYT Teo

Australian Journal of Chemistry | Published : 1983


An attempt to modify the previously reported synthesis of the tricyclic system (1) of mycorrhizin A (2) and gilmicolin (3) by very early introduction of a C3 side chain is described. However, both 6-(2-acetoxypropyl)-7a-methoxy-2,2-dimethylbenzofuran-4,7(2H,7aH)-dione (21) and the corresponding 6-allyl compound (24) fail to add cyclopentadiene as required for protection of the enedione system in the original scheme.

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