Synthesis of Δ-15-deoxy-PG-J1 methyl ester and epi-Δ-15-deoxy-PG-J1 |
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| Authors: | Mazhar Iqbal |
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| Institution: | Department of Chemistry, University of Liverpool, Charterhouse Therapeutics, Liverpool L69 7ZD, UK |
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| Abstract: | The synthesis of racemic Δ12,14-15-deoxy-PG-J1 is readily achieved in six steps employing as the key transformation a one-pot conjugate addition-Peterson olefination sequence using exo-2-trimethylsilyl-3a,4,7,7a-tetrahydro-4,7-methanoinden-1-one. Additionally a Noyori-type three-component coupling approach is employed for the synthesis of enantioenriched epi-Δ12-15-deoxy-PG-J1 from 4(S)-tert-butyldimethylsilyloxycyclopent-2-enone. |
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| Keywords: | Δ12 14-15-Deoxy-PG-J1 methyl ester Conjugate addition-Peterson olefination epi-Δ12-15-Deoxy-PG-J1 Cross-conjugated cyclopenteone |
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