Sequenced Reactions with Samarium(II) Iodide. Domino Epoxide Ring-Opening/Ketyl Olefin Coupling Reactions.
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.
Molander
Gary A.
GA
Department of Chemistry and Biochemistry, University of Colorado, Boulder, Colorado 80309-0215.
del Pozo Losada
Carlos
C