Saha Biswajit, Rajanbabu T V
Department of Chemistry, 100 West 18th Avenue, Ohio State University, Columbus, Ohio 43210, USA.
Org Lett. 2006 Sep 28;8(20):4657-9. doi: 10.1021/ol062002f.
1,2-Bis-diarylphosphinites are excellent ligands for the Ni(0)-catalyzed hydrocyanation of certain types of 1,3-dienes. 1-Phenyl-1,3-butadiene, 1-vinyl-3,4-dihydronaphthalene, and 1-vinylindene undergo highly regioselective hydrocyanation under ambient conditions to give exclusively the 1,2-adducts in good to excellent yields. Using bis-1,2-diarylphosphinites derived from d-glucose, the highest enantioselectivities to-date for asymmetric hydrocyanation of 1,3-dienes (70-83% ee's) have been obtained.
1,2-双二芳基次膦酸酯是用于镍(0)催化的某些类型1,3-二烯氢氰化反应的优良配体。1-苯基-1,3-丁二烯、1-乙烯基-3,4-二氢萘和1-乙烯基茚在环境条件下进行高度区域选择性氢氰化反应,以良好至优异的产率专一性地生成1,2-加合物。使用由d-葡萄糖衍生的双-1,2-二芳基次膦酸酯,已获得了迄今为止1,3-二烯不对称氢氰化反应的最高对映选择性(对映体过量值为70 - 83%)。