Addition of Tl(OAc)3 in acetic acid to prostaglandin F 2α methyl ester (1) and its congeners (4) and (5) gave, with participation of 9-OH, the bicyclic enol ethers (26) which reacted in situ with a further equivalent of Tl(OAc)3 to yield as the main products the dioxatricyclononane derivatives (2), (6), and (9) and (3), (7), and (10), respectively. Elucidation of the structure of the products by 1H and 13C n.m.r. is presented and a mechanism of the transformations based on model studies is proposed.
|Number of pages||9|
|Journal||Journal of the Chemical Society, Perkin Transactions 1|
|Publication status||Published - Jan 1 1980|
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