Organic Letters 2006-07-06

Cross metathesis as a general strategy for the synthesis of prostacyclin and prostaglandin analogues.

Neil A Sheddan, Johann Mulzer

Index: Org. Lett. 8 , 3101, (2006)

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Abstract

[reaction: see text] A cross metathesis (CM) approach has been successfully applied to introduce fully functionalized omega-side chain appendages of various prostacyclin and prostaglandin analogues, resulting in high (E)-selectivities for the C13-C14 double bond and leading to the total syntheses of isocarbacyclin, 15R-TIC, carbacyclin, and PGF(2)(alpha) and the formal syntheses of 15-deoxy-TIC and PGJ(2).