Cyclopentanones—XVI : Prostaglandin synthesis involving catalytic hydrogenation of 2,3-dialkyl-4-hydroxy-2-cyclopentenones |
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| Authors: | P De Clercq R Coen E Van Hoof M Vandewalle |
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| Institution: | State University of Ghent, Department of Organic Chemistry, Laboratory of Organic Synthesis, Krijgslaan, 271 (S.4), B-9000 Ghent, Belgium |
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| Abstract: | 2,3-Dialkyl-4-hydroxy-2-cyclopentenones with differently functionalised side chains yield predominantly all-cis 2,3-dialkyl-1-4,-dihydroxycyclopentanes on catalytic hydrogenation. Epimerisation at C-12 (PG numbering) leads to prostaglandin synthons. Influence of the side-chain functions on these reactions is described. |
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