Diastereoselective formation of contiguous quaternary centers: the modified carroll rearrangement |
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| Authors: | John C. Gilbert Terence A. Kelly |
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| Affiliation: | Department of Chemistry, The University of Texas at Austin, Austin, Texas 78712 U.S.A |
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| Abstract: | A method is described for the diastereoselective formation of adjacent quaternary carbon atoms. The process involves a two-step transformation of an allylic β-ketoester into a single silyl keteneacetal which then undergoes a [3,3] sigmatropic rearrangement to generate the desired carbon-carbon bond in good yield and with excellent stereocontrol. |
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