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Acta Chimica Sinica ›› 1976, Vol. 34 ›› Issue (1): 73-77. Previous Articles
前列腺素合成组
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THE PROSTAGLANDIN SYNTHESIS GROUP
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Starting from cyclopentadiene,both dl-15-methyl-prostaglandin(ⅩⅤ) F2α and its 15(R,S)-15-methyl ether(Xb) have been synthesized Ⅵa a ten-step process.The key reaotion steps involved in this synthesis were the use of the 15-methyl-containing aluminium oompound(Ⅳb)as a reagent to prepare Ⅵb(R3=H),and the transformation of the tetraol monomethyl ether(ⅩⅠb)(R3=H) to the known diol lactone(Ⅶ) in the presence of a platinum catalyst through selective oxidation by molecular oxygen with simultaneous demethylation.The reactions of various aluminium reagents(Ⅳc、Ⅳe)with V(R3=H)were studied.Attempted demethylations of Ⅵb(R3=C6H5CO-) with BF3(C2H5)2O at -78° and with boron trifuoride etherats-acetic anhydride at -18° did not give the expected results.
THE PROSTAGLANDIN SYNTHESIS GROUP. A NEW APPROACH TO SYNTHESIS OF dl/15-METHYL-PROSTAGLANDIN F2α AND ITS 15(R, S)-15-METHYL ETHER[J]. Acta Chimica Sinica, 1976, 34(1): 73-77.
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