Commonly referred to as LiTEBH or Superhydride, it is a powerful reducing agent used in organometallic and organic chemistry.
Instead, LiBHEt3 is reserved for difficult substrates, such as sterically hindered carbonyls, as illustrated by reduction of 2,2,4,4-tetramethyl-3-pentanone.
With unsymmetrical epoxides, the reaction can proceed with high regio- and stereo- selectivity, favoring attack at the least hindered position: Acetals and ketals are not reduced by LiBHEt3.
[5] LiBHEt3 can selectively deprotect tertiary N-acyl groups without affecting secondary amide functionality.
[8] LiBHEt3 reacts exothermically, potentially violently, with water, alcohols, and acids, releasing hydrogen and the pyrophoric triethylborane.