Treatment of benzyl 6β-(triphenylmethylamino)penicillanate with 3-substituted prop-2-ynyl bromides in the presence of strong base gave 1,2-secopenicillanates, which on permanganate oxidation afforded (3R,4R)-4-(3-substituted prop-2-ynylthio)-3-(triphenylmethylamino)azetidin-2-ones.
M. A. Harris, I. McMillan, J. H. C. Nayler, N. F. Osborne, M. J. Pearson and R. Southgate, J. Chem. Soc., Perkin Trans. 1, 1976, 1612 DOI: 10.1039/P19760001612
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