LITHIUM TRIETHYLBOROHYDRIDE

Preparation

LiBHEt3 is prepared by the reaction of lithium hydride (LiH) and triethylborane (Et3B) in tetrahydrofuran (THF):LiH + Et3B → LiEt3BHIts THF solutions are stable indefinitely in the absence of moisture and air.

Precautions

Moisture sensitive. Air sensitive. Incompatible with water and strong oxidizing agents.

Application

Lithium Triethylborohydride (LiTEBH) is widely used as a powerful and selective reducing agent that shows super hydride activity in organic synthesis.LiTEBH can be used as a reagent:To reduce alkyl halides to alkanes via dehydrogenation reactions.For the selective reduction of epoxides to Markovnikov alcohols.To reduce tosylates or mesylates primary alcohols to hydrocarbons.For reductive cyclization reactions for the preparation of useful intermediates.In the synthesis of hepta(manno-3-deoxy-6-O-t-butyldimethylsilyl)-β-cyclodextrin by reduction of hepta(manno-2,3-anhydro-6-O-t-butyldimethylsilyl)-β-cyclodextrin.For hydrodefluorination of C-F bonds using Ni catalyst.To prepare alkynyl alcohols from cleavage of cyclic keto-vinyl triflates.In the stereoselective reduction of bicyclic imides, isoquinolines, and pyridines.To prepare tungsten and molybdenum hydride complexes.

General Description

Super-Hydride? solution (Lithium triethylborohydride or LiTEBH) is widely used as a powerful and selective reducing agent that shows super hydride activity in organic synthesis.