Previous Article in event
Next Article in event
Studies Towards New Reagents for Asymmetric Hydroboration: Synthesis of Racemic Trans-2,5-diisopropylborolane
Published: 11 September 2000 by MDPI in The 4th International Electronic Conference on Synthetic Organic Chemistry session General Organic Synthesis
Abstract: The cyclic hydroboration of 2,7-dimethyl-2,6-octadiene was studied. It was found that the stereochemical outcome of the reaction was dependent upon the solvent, temperature, time, and the nature of the borane reagent. Monobromoborane in carbon tetrachloride at 76 oC gave after 8 hr a 4:1 mixture of trans:cis-2,5-diisopropylborolane. Pure racemic trans-2,5-diisopropyl borolane was isolated following selective complexation of the cis-2,5-diisopropylborolane with 1-(2-hydroxyethyl)-pyrrolidine.