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Schwans, Cody L.; Clark, Trevor D.; O’Neil, Gregory W. (, The Journal of Organic Chemistry)
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Leitch, Michael A.; O’Neil, Gregory W. (, Tetrahedron)null (Ed.)
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Stockdale, Trevor F.; Leitch, Michael A.; O’Neil, Gregory W. (, Synthesis)SmI2(H2O)n reductions of allylic benzoates adjacent to a trisubstituted alkene occur in high yields with complete regioselectivity and good diastereoselectivity (up to 90:10) for substrates containing properly positioned stereodirecting- and chelating groups. The outcome of these reactions can be rationalized by ring conformation considerations of a proposed chelated organosamarium intermediate, and a mechanism involving intramolecular protonation by a samarium-bound water.more » « less
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Aeppli, Christoph; Swarthout, Robert F.; O’Neil, Gregory W.; Katz, Samuel D.; Nabi, Deedar; Ward, Collin P.; Nelson, Robert K.; Sharpless, Charles M.; Reddy, Christopher M. (, Environmental Science & Technology)
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