Addition of thallium triacetate to PFG2αmethyl ester and related compounds in acetic acid. Nuclear magnetic resonance spectral study of novel dioxatricyclic and oxabicyclic products

Autor:	Jozsef Ivanics, Ágnes Behr-Papp, V. Simonidesz, Lajos Radics, Gábor M. Kovács, Eszter Baitz-Gács
Rok vydání:	1980
Předmět:	chemistry.chemical_compound Acetic acid chemistry Bicyclic molecule Yield (chemistry) Thallium chemistry.chemical_element Prostaglandin Organic chemistry Enol
Zdroj:	J. Chem. Soc., Perkin Trans. 1. :2572-2580
ISSN:	1364-5463 0300-922X
DOI:	10.1039/p19800002572
Popis:	Addition of Tl(OAc)3 in acetic acid to prostaglandin F2α 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.
Databáze:	OpenAIRE
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