Conjugate addition of nucleophiles to the nitroalkenes 8 and 11 followed by in situ ozonolysis resulted in the formation of α-substituted thioesters exhibiting the ‘unexpected’syn relative configuration between the C-3 and newly formed stereogenic centre in all cases but one. The relative stereochemistry in many instances was determined by examination of the 1H NMR coupling constants of the thioesters.
A. G. M. Barrett and D. J. Rys, J. Chem. Soc., Perkin Trans. 1, 1995, 1009 DOI: 10.1039/P19950001009
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