Negishi E I, Hata M, Xu C
Herbert C. Brown Laboratories, Purdue University, West Lafayette, Indiana 47907, USA.
Org Lett. 2000 Nov 16;2(23):3687-9. doi: 10.1021/ol000270m.
A strictly "pair"-selective synthesis of conjugated diynes via Pd-catalyzed cross coupling of 1,3-diynylzincs is described. This method, like the Cadiot-Chodkiewicz reaction, requires three steps for the synthesis of R(1)Ctbd1;CCtbd1;CR(2) from R(1)Ctbd1;CH, R(2)X, and HCtbd1;CH. However, the high "pair"-selectivity permitting high-yield production of the desired conjugated diynes without separation of symmetrical diynes promises to make the present protocol superior to the Cadiot-Chodkiewicz reaction in many cases.
描述了一种通过钯催化的1,3 - 二炔基锌的交叉偶联来严格“对”选择性合成共轭二炔的方法。该方法与卡迪奥 - 乔德凯维茨反应一样，从R(1)C≡CH、R(2)X和HC≡CH合成R(1)C≡C—C≡CR(2)需要三步。然而，高“对”选择性允许在不分离对称二炔的情况下高产率地生产所需的共轭二炔，这有望使本方法在许多情况下优于卡迪奥 - 乔德凯维茨反应。
