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Addition compounds of alkali metal hydrides:XVI. Facile reaction of trialkylboranes with lithium trimethoxyaluminohydride to form lithium trialkylborohydrides. Rapid and quantitative transfer of hydride from aluminum to boron

Authors
Journal
Journal of Organometallic Chemistry
0022-328X
Publisher
Elsevier
Publication Date
Volume
166
Issue
3
Identifiers
DOI: 10.1016/s0022-328x(00)82544-9

Abstract

Abstract Addition of one mole equivalent of trialkylborane to a tetrahydrofuran (THF) solution of lithium trimethoxyaluminohydride (LTMA) at room temperature results in a facile and rapid displacement of aluminum methoxide as a polymeric gel, producing the corresponding lithium trialkylborohydride in quantitative yield. The reaction is quite general and applicable to trialkylboranes of widely varied structural requirements. The trialkylborohydrides thus produced can be directly utilized for the stereoselective reduction of organic functional groups without the necessity of removing aluminum methoxide. The present reaction provides a general, convenient in situ synthesis of lithium trialkylborohydrides where this is required in synthetic transformations.

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