Diphenylborane. A new hydroborating agent. Synthesis of alkyldiphenylboranes and their application to the conjugate addition reaction of organoboranes
作者:Peyton Jacob
DOI:10.1016/s0022-328x(00)84868-8
日期:1978.8
Diphenylborane, prepared in situ by the reaction of methyl diphenylborinate with lithium aluminum hydride, reacts readily with olefins to provide the corresponding alkyldiphenylboranes. Diphenylborane generated by the reaction of boron trifluoride etherate with pyridinediphenylborane likewise reacts with olefins to give alkyldiphenylboranes. The latter method is suitable for the hydroboration of olefins
通过将二苯基硼酸甲酯与氢化铝锂反应原位制备的二苯基硼烷容易与烯烃反应以提供相应的烷基二苯基硼烷。由三氟化硼醚化物与吡啶二苯基硼烷反应生成的二苯基硼烷同样与烯烃反应,得到烷基二苯基硼烷。后一种方法适用于含官能团的烯烃的氢硼化。烷基二苯基硼烷与甲基乙烯基酮反应,得到相应的4-烷基-2-丁酮良好或优异的产率。讨论了在有机硼烷的共轭加成反应中使用烷基二苯基硼烷的优势。