Journal of Organic Chemistry p. 3745 - 3752 (1987)
Update date:2022-08-03
Topics:
Lin, James
Nikaido, Madelene M.
Clark, Glenn
4-Exo-tet cyclization gives the alkoxyoxethane of the taxol C/D ring fragment if the tertiary alcohol is protected.Cycloaddition of dichloroketene and 1-<(tert-butyldimethylsilyl)oxy>-2-methylcyclohex-2-ene, a model for the allylic ether 6, succeeds in the presence of DME.The synthesis of the A ring fragment relies on the Diels-Alder reaction of 1-ethoxy-3-<(trimethylsilyl)oxy>-2-methyl-1,3-butadiene with ethyl (E)-2-acetoxyacrylate and the axial conjugate addition of a vinyl Normant reagent.
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