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Synthesis of the epoxyquinol dimer RKB-3564 D: utilization of an alkoxysilanol to promote [4 + 4] dimerization
Authors:Li Chaomin  Porco John A
Affiliation:Department of Chemistry and Center for Chemical Methodology and Library Development, Boston University, Boston, Massachusetts 02215, USA.
Abstract:The synthesis of the epoxyquinol dimer RKB-3564 D (3) is reported, employing an alkoxysilanol protecting group to redirect the inherently favored [4 + 2] dimerization of 2H-pyran monomers to a [4 + 4] manifold. Preliminary mechanistic studies indicate that the [4 + 4] dimerization may occur through a stepwise, ionic process.
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