Abstract
Reaction of aryl cuprate reagent 2b with homochiral allyl 3 ammonium salt 3 stereospecifically affords arene 4 . Conversion of this intermediate to chloride 6 followed by a conjugate-addition/cyclization protocol generates tricyclic sulfone 8 . Refunctionalization of this material provides homochiral prostacyclin analog 13 . Compound 13 was inactive as an inhibitor of collagen-induced platelet aggregation having an IC 50 > 10μM.
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