Synthesis of (±)-trans-2,5-Diisopropylborolane

Synthesis of (±)-trans-2,5-Diisopropylborolane

The cyclic hydroboration of 2,7-dimethyl-2,6-octadiene (6) 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. Pure racemic trans-2,5-diisopropylborolane (14) was isolated following selectiv...

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Veröffentlicht in:MolBank 2001-03, Vol.6 (3), p.244-252
Hauptverfasser: Laschober, Gerhard, Zorzi, Massimo, Hodgetts, Kevin J
Format: Artikel
Sprache:eng
Schlagworte:
complexation
Cyclic hydroboration
diisopropylborolane
Ratios
Reagents
Solvents
Temperature
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Zusammenfassung:The cyclic hydroboration of 2,7-dimethyl-2,6-octadiene (6) 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. Pure racemic trans-2,5-diisopropylborolane (14) was isolated following selective complexation of the cis-2,5-diisopropylborolane (15) with 1-(2-hydroxyethyl)-pyrrolidine.
ISSN:1420-3049
1420-3049
1422-8599
DOI:10.3390/60300244