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Download fileDiastereoselective Synthesis of an Isoprostane: (±)-8-epi-PGF2α Ethyl Ester
journal contribution
posted on 1997-01-10, 00:00 authored by Douglass F. Taber, R. Jason Herr, D. Mark GleaveA total synthesis of the isoprostane
(±)-8-epi-PGF2α ethyl ester
(5) is described, based on the
diastereoselective cyclization of α-diazo ketone 7.
This ketone is assembled by aldol condensation
between α-diazo ketone 8 and aldehyde 9.
The sequential α-diazo ketone aldol/insertion
described
here offers a powerful new approach to cycloalkane
construction.