Synthesis of Δ12,14-15-deoxy-PG-J1 methyl ester and epi-Δ12-15-deoxy-PG-J1

Add time:08/04/2019    Source:sciencedirect.com

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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