The diazo ketone approach to the isoprostanes.
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.
Taber
Douglass F
DF
Department of Chemistry and Biochemistry, University of Delaware, Newark, DE 19716, USA. Taberdf@udel.edu
Hoerrner
R Scott
RS
Herr
R Jason
RJ
Gleave
D Mark
DM
Kanai
Kazuo
K
Pina
Richard
R
Jiang
Qin
Q
Xu
Ming
M
D028421:Isoprostanes / Q000138:chemical synthesis* / Q000737:chemistry; D007659:Ketones / Q000737:chemistry*
D028421:Isoprostanes; D007659:Ketones