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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Detalles Bibliográficos
Autores principales: Laschober, Gerhard, Zorzi, Massimo, Hodgetts, Kevin J.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2001
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6236339/
http://dx.doi.org/10.3390/60300244
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author Laschober, Gerhard
Zorzi, Massimo
Hodgetts, Kevin J.
author_facet Laschober, Gerhard
Zorzi, Massimo
Hodgetts, Kevin J.
author_sort Laschober, Gerhard
collection PubMed
description 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.
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spelling pubmed-62363392018-11-19 Synthesis of (±)-trans-2,5-Diisopropylborolane Laschober, Gerhard Zorzi, Massimo Hodgetts, Kevin J. Molecules Article 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. MDPI 2001-02-28 /pmc/articles/PMC6236339/ http://dx.doi.org/10.3390/60300244 Text en © 2001 by MDPI (http://www.mdpi.org). Reproduction is permitted for noncommercial purposes
spellingShingle Article
Laschober, Gerhard
Zorzi, Massimo
Hodgetts, Kevin J.
Synthesis of (±)-trans-2,5-Diisopropylborolane
title Synthesis of (±)-trans-2,5-Diisopropylborolane
title_full Synthesis of (±)-trans-2,5-Diisopropylborolane
title_fullStr Synthesis of (±)-trans-2,5-Diisopropylborolane
title_full_unstemmed Synthesis of (±)-trans-2,5-Diisopropylborolane
title_short Synthesis of (±)-trans-2,5-Diisopropylborolane
title_sort synthesis of (±)-trans-2,5-diisopropylborolane
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6236339/
http://dx.doi.org/10.3390/60300244
work_keys_str_mv AT laschobergerhard synthesisoftrans25diisopropylborolane
AT zorzimassimo synthesisoftrans25diisopropylborolane
AT hodgettskevinj synthesisoftrans25diisopropylborolane

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