铑催化的炔烃与异氰酸酯的化学、区域和对映选择性[2 + 2 + 2]环加成反应。
Rhodium-catalyzed chemo-, regio-, and enantioselective [2 + 2 + 2] cycloaddition of alkynes with isocyanates.
作者信息
Tanaka Ken, Wada Azusa, Noguchi Keiichi
机构信息
Department of Applied Chemistry, Graduate School of Engineering, Tokyo University of Agriculture and Technology, Koganei, Tokyo 184-8588, Japan.
出版信息
Org Lett. 2005 Oct 13;7(21):4737-9. doi: 10.1021/ol052041b.
[reaction: see text] We have developed a cationic rhodium(I)/modified-BINAP complex-catalyzed chemoselective [2 + 2 + 2] cycloaddition of alkynes with isocyanates leading to a wide range of 2-pyridones. This method was successfully applied to the chemo-, regio-, and enantioselective synthesis of axially chiral 2-pyridones from unsymmetrical alpha,omega-diynes, bearing an ortho-substituted phenyl at one terminal position, and alkyl isocyanates.
[反应：见正文] 我们已经开发出一种阳离子铑（I）/修饰联萘二苯基膦络合物催化的炔烃与异氰酸酯的化学选择性[2 + 2 + 2]环加成反应，可生成多种2-吡啶酮。该方法成功应用于由在一个末端位置带有邻位取代苯基的不对称α,ω-二炔和烷基异氰酸酯进行化学、区域和对映选择性合成轴手性2-吡啶酮。
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