By El Sayed H. El Ashry and Ahmed A. Kassem
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Illylic alcohol at 15 to give the corresponding side chain ketone, 48. Reduction of the ketone—as the Ms-trimethylsilyl et hcr-affords largely the 15a hydroxy compound (7) . In effect then, this sequence (47-±7) serves as a means of inverting the Monocyclic Alicyclic Compounds 34 configuration at 15 from that found in the sea to that required for dinoprost (7). CO 2 CH 3 CO 2 CH 3 CO 2 CH 3 CO 2 CH 3 CO 2 CH 3 CO 2 CH 3 OH 50 CO 2 CH 3 OH 48 51 CO 2 H HO OH Prostaglandins 35 In a variation on this scheme, the 15 acetate is first saponified and the resulting alcohol converted to the methanesulfonate (49).
Account of microwave irradiation for accelerating organic reactions by El Sayed H. El Ashry and Ahmed A. Kassem