用于高对映选择性合成高炔丙基醚的对映体富集烯丙基硅烷的制备与应用
Preparation and use of enantioenriched allenylsilanes for the stereoselective synthesis of homopropargylic ethers.
作者信息
Brawn Ryan A, Panek James S
机构信息
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.
出版信息
Org Lett. 2007 Jul 5;9(14):2689-92. doi: 10.1021/ol070936d. Epub 2007 Jun 9.
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.
描述了一种通过1-硅基炔丙醇的约翰逊原酸酯克莱森重排合成高对映体富集的烯丙基硅烷的简便方法。然后将烯丙基硅烷用作碳亲核试剂，在三组分、路易斯酸介导下加成到原位生成的氧鎓离子上，得到对映体富集的高炔丙基醚。
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