Grimm Jonathan B, Lee Daesung
Department of Chemistry, University of Wisconsin-Madison, Madison, WI 53706, USA.
J Org Chem. 2004 Dec 10;69(25):8967-70. doi: 10.1021/jo048908l.
The efficient silylation of alcohols with di- and trialkynylsilanes was achieved under base-catalyzed conditions to afford alkynyl silyl ethers and symmetrical alkynyl silaketals in good yield. A selective alcoholysis of dialkynyl silyl ethers to mixed silaketals was also demonstrated. These products served as substrates for enyne ring-closing metathesis and, consequently, as precursors to stereochemically defined 1,3-dienes.
在碱催化条件下，醇与二炔基硅烷和三炔基硅烷能够高效地进行硅烷化反应，以良好的产率得到炔基硅醚和对称的炔基硅酮缩醛。还证明了二炔基硅醚可选择性醇解为混合硅酮缩醛。这些产物可作为烯炔闭环复分解反应的底物，因此可作为立体化学定义的1,3 - 二烯的前体。
