SCHEDULED MAINTENANCE:
The total synthesis of a stable prostaglandin H1 analogue in which the bicyclic peroxide system is replaced by a 2-azabicyclo[2.2.1]heptane ring is described. Appropriate functionalization of the heterocycle and de-ethoxycarbonylation of an α-trifluoroacetamido-α-cyano ester were key reactions. Incorporation of side-chains completed the 13-step synthesis.
D. Blondet and C. Morin, J. Chem. Soc., Perkin Trans. 1, 1984, 1085 DOI: 10.1039/P19840001085
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