A Convenient Synthesis of 2-Alkylcyclopentenones, Important Prostaglandin Intermediates
- 1 January 1978
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 8 (5) , 319-326
- https://doi.org/10.1080/00397917808065628
Abstract
2-Alkylcyclopentenones, (1) and (2), are in general useful precursors in the synthesis of the prostaglandins assembly via conjugate addition of organometallic derivatives.1 For example, the cyclopentenone (1) has served as a versatile prostaglandin intermediate for a variety of 11-deoxyprostanoids such as PGB1, 11-deoxy-PGE1, 11,15-bis-deoxy-PGE1, 11-deoxy-13,14-dihydro-PGE1, 11-deoxy-13,14-dihydro-PGF1α, and 11-deoxy-PGF1β.2a The intermediate (1) has also been converted to the hydroxy cyclopentenone (2),3,4,5 which has been successfully transformed into 15-deoxy-PGE1 6 and PGE1.7,8 Thus the synthesis of the 2-alkylcyclopentenones (1) as a versatile prostanoid synthon has been the object of intensive investigations.2Keywords
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