Preparation and use of enantioenriched allenylsilanes for the stereoselective synthesis of homopropargylic ethers |
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| Authors: | Brawn Ryan A Panek James S |
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| Affiliation: | Department of Chemistry and Center for Chemical Methodology and Library Development, Metcalf Center for Science and Engineering, 590 Commonwealth Avenue, Boston University, Boston, MA 02215, USA. |
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| Abstract: | A convenient procedure for the synthesis of highly enantioenriched allenylsilanes by Johnson orthoester Claisen rearrangement of 1-silyl propargylic alcohols is described. Allenylsilanes are then used as carbon nucleophiles in three-component, Lewis acid mediated additions to in situ generated oxonium ions, resulting in enantioenriched homopropargylic ethers. |
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