Department of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, Massachusetts 02467, United States.
Org Lett. 2012 Mar 16;14(6):1416-9. doi: 10.1021/ol3001552. Epub 2012 Feb 29.
Two highly efficient and convenient methods for the synthesis of functionalized and substituted allylic boronates are described. In one procedure, readily available allylic acetates are converted to allylic boronates catalyzed by Ni/PCy(3) or Ni/PPh(3) complexes with high levels of stereoselectivity and in good yields. Alternatively, the borylation can be accomplished with commercially available Pd catalysts [e.g., Pd(2)(dba)(3), PdCl(2), Pd/C], starting with easily accessed allylic halides.
本文描述了两种高效、便捷的合成功能化取代烯丙基硼酸酯的方法。在一种方法中,通过 Ni/PCy(3) 或 Ni/PPh(3) 配合物催化,高立体选择性、产率地将易得的烯丙基醋酸盐转化为烯丙基硼酸酯。另一种方法是使用商业可得的 Pd 催化剂[例如 Pd(2)(dba)(3)、PdCl(2)、Pd/C],从易得的烯丙基卤化物起始,进行硼化反应。