Issue 0, 1979

Total synthesis of prostaglandin-E2 by rearrangement of a 6,8-disubstituted-2-oxabicyclo[3.2.1]octan-3-one to a 4,5-disubstituted-perhydrocyclopenta[b]furan-2-one

Abstract

The bis-silyloxylactone (5) has been converted into a prostaglandin-E2 intermediate (7) using HCl or tetrabutylammonium fluoride.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1979, 2789-2792

Total synthesis of prostaglandin-E2 by rearrangement of a 6,8-disubstituted-2-oxabicyclo[3.2.1]octan-3-one to a 4,5-disubstituted-perhydrocyclopenta[b]furan-2-one

R. F. Newton, D. P. Reynolds, C. F. Webb, S. N. Young, Z. Grudzinski and S. M. Roberts, J. Chem. Soc., Perkin Trans. 1, 1979, 2789 DOI: 10.1039/P19790002789

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