Journal of the American Chemical Society

Organoiron complexes in organic synthesis. Part 19. Trichothecene analogs. Total synthesis of 12, 13-epoxy-14-methoxytrichothecene via organoiron complexes

AJ Pearson, CW Ong

Index: Pearson, Anthony J.; Ong, Chi Wi Journal of the American Chemical Society, 1981 , vol. 103, # 22 p. 6686 - 6690

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Citation Number: 6

Abstract

Abstract: The use of tricarbonyl (4-methoxy-1-methylcyclohexadienylium) iron hexafluorophosphate (4) as a ring A precursor for 12, 13-epoxytrichothecene synthesis is described. Reaction of 4 with methyl 2-oxo-1-potassiocyclopentanecarboxylate gave the diasteromeric complexes 5 and 6, in quantitative yield. Both these isomers were converted to olefin 15, followed by stereospecific epoxidation to give 16 which was converted to the ...