The diazo ketone approach to the isoprostanes
Douglass F Taber1, R Scott Hoerrner, R Jason Herr
1Department of Chemistry and Biochemistry, University of Delaware, Newark, DE 19716, USA. Taberdf@udel.edu
Abstract:
A general synthetic approach to the isoprostanes has been established, based on intermolecular aldol condensation of a diazo ketone with an unsaturated aldehyde, followed by cyclization of the resulting diazo ketone to the cyclopropane. Subsequent kinetic opening with thiophenol followed by further elaboration then leads to the isoprostane. The history of this approach and the details of its development are discussed.
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