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Sequenced Reactions with Samarium(II) Iodide. Domino Epoxide Ring-Opening/Ketyl Olefin Coupling Reactions
Gary A. Molander1, Carlos del Pozo Losada
1Department of Chemistry and Biochemistry, University of Colorado, Boulder, Colorado 80309-0215.
The Journal of Organic Chemistry
|May 2, 1997
Abstract:
A new sequential reductive coupling process promoted by samarium(II) iodide is described. Cascade epoxide ring opening and ketyl radical olefin cyclization leads to a variety of cis-1,3-cyclopentanediols and cis-1,3-cyclohexanediols in good yields and with high diastereoselectivity.