Borane dimethylsulfide (BMS) is a complexed borane reagent that is used for hydroborations and reductions. The advantages of BMS over other borane reagents, such as borane-tetrahydrofuran, are its increased stability and higher solubility.
Improved Procedure for Borane-Dimethyl Sulfide Reduction of Tertiary and Secondary Amides in the Presence of Boron Trifluoride Etherate Herbert C. Brown *, S. Narasimhan, YONG. Moon Choi
Borane-tetrahydrofuran complex or borane-methyl sulfide complex is used to generate triacyloxyboranes, which can be effectively reacted with various nucleophiles (alkylamines, arylamines, hydrazides, alcohols, phenols) at reflux in toluene to provide the corresponding amides …
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A reagent for hydroboration reduction and other applications. 1,2 More stable than BH 3 THF but has an unpleasant odor.
Hydroborations with borane or alkyl borane derivatives represent an important class of transformations in organic chemistry. Borane (BH 3 ), which is too unstable to be isolated, exists as a dimer (diborane, B 2 H 6 ) or as a complex with a simple electron donor like THF, diglyme, or dimethyl sulfide.
Borane dimethyl sulfide complex (BMS) solution may be used in the following studies: • One-pot conversion of alkynes into 1,2-diols. • Preparation of iminopentitols. • Reduction of representative organic functional groups, such as esters, nitriles and amides.