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Lee, Nam-Ho,Larock, Richard C. Korean Chemical Society 2002 Bulletin of the Korean Chemical Society Vol.23 No.1
A short synthesis of novel prostanoids, 12-epi-carbacyclins 3 and 24, has been accomplished using palladium chemistry as a key step. The silyl enol ether 10a prepared through organopalladium chemistry has been allowed to react with 1-octen-3-one in the presence of $Pd(OAc)_2$ to give compound 12 in a single step. The unusual chemo- and stereoselective reduction of the ${\alpha},{\beta}$-unsaturated ketone in 12 has been effected with (S)-BINALH. Subsequent desilylation and Wittig reaction have provided the Subsequent desilylation and Wittig reaction have provided the $PGI_2$ analogues 3 and 24.
이남호,Lee, Nam Ho,Richard C. Larock Korean Chemical Society 2001 Bulletin of the Korean Chemical Society Vol.22 No.8
Efficient syntheses of PGI2 analogue 2a and its epimer 3 have been accomplished. Using aryl iodide 6 as the common intermediate, either radical or palladium-assisted tandem alkene insertion strategies have been employed for construction of the benzoprostacyclin framework.