A Synthesis of 2-(6′-Carboxy-2′-cis-Hexenyl)-4-Hydroxycyclopent-2-EN-1-ONE, a Prostagiandin Intermediate1
- 1 January 1974
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 4 (6) , 317-323
- https://doi.org/10.1080/00397917408064089
Abstract
Several recent publications2 report the synthesis of prostaglandin E1 (PGE1, 2) and some of its derivatives by conjugate addition reactions to ether-ester forms of hydroxycyclopentenone acid 1.3 The simplicity of this approach makes its application to the preparation of prostaglandins of the PG2- and PG3 - series (cis-Δ5)4 an attractive alternative to the existing elegant methods.5 We now wish to report a five-step synthesis of the requisite hydroxycyclopentenone precursor 3 from the readily available6 lactone 4.Keywords
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