STEREOSELECTIVE OXIDATION OF AN ELEVEN-MEMBERED HETEROCYCLE

Article abstract of DOI:10.1016/0040-4039(92)88152-U

Oxidation of macrocyclic phosphine oxide-dithioether 1 produces only the dl form of disulfoxide 2.This selectivity can be rationalized by comparing the crystal structures of the starting material and product, and on the basis of VT NMR data, which suggest that the starting macrocycle is conformationally constrained in solution.