Department of Chemistry and Institute of Basic Science, Sungkyunkwan University , Suwon 440-746, Korea.
Org Lett. 2015 Feb 20;17(4):860-3. doi: 10.1021/ol503720w. Epub 2015 Feb 9.
A mild copper-catalyzed regio- and stereoselective monoborylation of conjugated diynes with bis(pinacolato)diboron that affords enynylboronates is reported. The reaction is efficient for different types of conjugated diynes including unsymmetrical diynes and produces enynylboron compounds with high and complementary regioselectivity compared with classical hydrometalation reactions. In particular, the reactions of internal conjugated diynes with a silyl substitution produced highly functionalized enynes with high regio- and stereoselectivity, which can be used in further transformations.
报道了一种温和的铜催化的共轭二炔与联硼酸频那醇酯的区域和立体选择性单硼化反应，得到了烯基硼酸酯。该反应对不同类型的共轭二炔包括不对称二炔都是有效的，与经典的氢化金属化反应相比，具有高的和互补的区域选择性。特别是，具有硅取代基的内部共轭二炔的反应以高的区域和立体选择性生成了高度官能化的烯炔，可以用于进一步的转化。
