Synthesis via vinyl sulfones. 22. A chemodirected, triply-convergent total synthesis of d-(+)-carbacyclin

DK Hutchinson, PL Fuchs

Index: Hutchinson, D. K.; Fuchs, P. L. Journal of the American Chemical Society, 1987 ,  vol. 109,  # 15  p. 4755 - 4756

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Citation Number: 47

Abstract

Prostaglandin I2 (prostacyclin 1) is well-recognized to be the prototype of a new generation of antithrombotic drugsz Un-fortunately, the demonstrated hydrolytic instability imparted by the enol ether moiety of 1 under physiological conditions precludes the use of this material for the inhibition of platelet aggregatiom2 A number of analogues of 1 have been prepared and among the best pharmaceutical candidates is carbacyclin (2). 2-4 Previous syntheses ...