A new route to biologically interesting 13-oxaprostanoids is described. Reaction of an unhindered secondary hydroxy group with t-butyldiphenylsilyl chloride in the presence of an adjacent hindered hydroxy group allows rapid access to the key synthon (7), from which prostanoids of the F series [e.g. compound (13)] and I series [e.g. compound (18)] were prepared.
A. M. M. Mjalli and S. M. Roberts, J. Chem. Soc., Perkin Trans. 1, 1989, 2105 DOI: 10.1039/P19890002105
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