Iodolactonizations of 3-triisopropylsilyloxyalk-5-enoic acids (10b and 12) proceed by way of common transition-state geometry 23, in which the silyloxy group is positioned axially, presumably due to hydrogen bonding with the carboxylic acid group.
S. B. Bedford, G. Fenton, D. W. Knight and D. E. Shaw, J. Chem. Soc., Perkin Trans. 1, 1996, 1505 DOI: 10.1039/P19960001505
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