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Fluorine containing analogues of cloprostenol

Journal of Fluorine Chemistry, 2020
Abstract The reaction of methyl ester C-11, C-15 bis-TBDPS derivative of cloprostenol with DAST in CH2Cl2 at −78 °C followed by warming to room temperature results in a product of SN2-substitution at C-9, elimination to give a Δ8,9-olefine, and epimeric 9-deoxy-C-8 fluorides. The reaction products were separated by TLC and HPLC methods.
Nikolay S. Vostrikov   +5 more
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Double bond isomers of cloprostenol

Prostaglandins, 1979
The syntheses of five compounds isomeric with the potent luteolytic agent cloprostenol are described. These are the trans-delta 5, cis and trans-delta 4, cis-delta 6 (methyl ester) and cis-delta 13 analogues. The cis-delta 4 isomer is as potent as cloprostenol as a luteolytic agent in hamsters but the others are markedly less so.
J, Bowler   +5 more
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SYNTHESES OF PGF2α AND CLOPROSTENOL

Tetrahedron, 1981
Abstract Prins reaction of norbornadiene leads to an efficient synthesis of the ketoacid ( 5 ) which is cleaved regio- and stereo-specifically with acids to 5- exo -substituted norbornan-2-one-7-carboxylic acids. Baeyer-Villiger oxidation of these ketones leads to bridged lactones, e.g.
N.R.A. Beeley   +5 more
openaire   +1 more source

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