Bailey CL1, Joh AY1, Hurley ZQ1, Anderson CL1, Singaram B1.
J Org Chem. 2016 May 6;81(9):3619-28. doi: 10.1021/acs.joc.6b00276. Epub 2016 Apr 12.Dialkylboranes and aminoborohydrides are mild, selective reducing agents complementary to the commonly utilized amide reducing agents, such as lithium aluminum hydride (LiAlH4) and diisobutylaluminum hydride (DIBAL) reagents. Tertiary amides were reduced using 1 or 2 equiv of various dialkylboranes. The reduction of tertiary amides required 2 equiv of 9-borabicyclo[3.3.1]nonane (9-BBN) for complete reduction to give the corresponding tertiary amines. Read More