Synthesis of (+/-)-trans-2,5-diisopropylborolane

Authors
Laschober, G Zorzi, M Hodgetts, KJ
Citation
G. Laschober et al., Synthesis of (+/-)-trans-2,5-diisopropylborolane, MOLECULES, 6(3), 2001, pp. 244-252
Citations number
15
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
MOLECULES
ISSN journal
14203049 → ACNP
Volume
6
Issue
3
Year of publication
2001
Pages
244 - 252
Database
ISI
SICI code
1420-3049(200103)6:3<244:SO(>2.0.ZU;2-V
Abstract
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 upo n the solvent, temperature, time and the nature of the borane reagent. Pure racemic trans-2,5diisopropylborolane (14) was isolated following selective complexation of the cis-2,5-diisopropylborolane (15) with 1-(2-hydroxyethy l)-pyrrolidine.