doi: 10.1021/ol070936d.
Epub 2007 Jun 9.
Preparation and use of enantioenriched allenylsilanes for the stereoselective synthesis of homopropargylic ethers
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- PMID: 17559219
- DOI: 10.1021/ol070936d
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Preparation and use of enantioenriched allenylsilanes for the stereoselective synthesis of homopropargylic ethers
Org Lett.
.
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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