English
 
Help Privacy Policy Disclaimer
  Advanced SearchBrowse

Item

ITEM ACTIONSEXPORT
  Boron-catalyzed, reductive deoxygenation of aliphatic diols

Drosos, N. (2018). Boron-catalyzed, reductive deoxygenation of aliphatic diols. PhD Thesis, Ruhr-Universität Bochum, Bochum.

Item is

Files

show Files

Locators

show

Creators

show
hide
 Creators:
Drosos, Nikolaos1, Author              
Affiliations:
1Research Group Morandi, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_2040309              

Content

show
hide
Free keywords: -
 Abstract: Herein is described a highly active and selective boron-based catalytic system for the selective deoxygenation of terminal 1,2-diols at the primary position, a process that is enabled by the transient formation of a cyclic siloxane. The method provides an ideal complement to well-known catalytic asymmetric reactions to prepare synthetically challenging chiral 2-alkanols in nearly perfect enantiomeric excess, as illustrated in a short synthesis of the anti-inflammatory drug (R)-lisofylline. A catalytic pinacol-type reductive rearrangement reaction is observed in case of 1,2-internal diols. Several scaffolds not usually amenable to pinacol-type reactions, such as aliphatic secondary–secondary diols, undergo the transformation well without the need for prefunctionalization. Computational studies have been used to rationalize the observed experimental results.

Details

show
hide
Language(s): eng - English
 Dates: 2018-06-292018-06-29
 Publication Status: Published in print
 Pages: 125
 Publishing info: Bochum : Ruhr-Universität Bochum
 Table of Contents: -
 Rev. Type: -
 Identifiers: URN: urn:nbn:de:hbz:294-59746
 Degree: PhD

Event

show

Legal Case

show

Project information

show

Source

show