Highly Stereoselective One-Pot Procedure To Prepare Bis- and Tris-chalcogenide Alkenes via Addition of Disulfides and Diselenides to Terminal Alkynes
作者:Angélica Venturini Moro、Cristina W. Nogueira、Nilda B. V. Barbosa、Paulo Henrique Menezes、João Batista Teixeira da Rocha、Gilson Zeni
DOI:10.1021/jo050448o
日期:2005.6.1
conditions, and the addition of dichalcogenides to alkynes occurred stereoselectively to give exclusively the corresponding Z isomers. We observed that the selectivity control was governed by the effective participation of the hydroxyl group from propargyl alcohols. In addition, the bis-chalcogenide alkenes were exclusively obtained with propargyl alcohol having the acidic hydroxyl group proton. Conversely
我们在这里介绍在一个无催化剂的条件下,通过一锅法,二有机酰基二卤代二烃与末端炔烃的反应,以选择性地制备双硫和三硫属元素化物的烯烃,从而避免了先前制备硫属炔的过程。该反应在温和的反应条件下进行得很干净,并且向选择性炔烃中选择性地添加了二卤化双氰化物,只得到了相应的Z。异构体。我们观察到选择性控制是由炔丙醇中羟基的有效参与所决定的。另外,双硫属化物烯烃仅用具有酸性羟基质子的炔丙醇获得。相反,在炔丙基正子上没有潜在酸性羟基质子的炔烃仅产生三硫属元素化物烯烃。