The Use of Polymer-Bound Triphenylphosphine in the Stereochemical Inversion of Secondary Alcohols

Authors: White J.M.; Tunoori A.R.; Dutta D.; Georg G.I.

Source: Combinatorial Chemistry & High Throughput Screening, Volume 3, Number 2, April 2000 , pp. 103-106(4)

Publisher: Bentham Science Publishers

Buy & download fulltext article:

Price: $63.10 plus tax (Refund Policy)

Abstract:

Polymer-bound triphenylphosphine can replace triphenylphosphine in the Mitsunobu reaction to generate stereochemically inverted secondary alcohols. This method is comparable with the standard Mitsunobu reaction in terms of inversion of stereochemistry, yield, and reaction time, even for sterically very hindered secondary alcohols. The special merit of this reaction is that the excess polymer-bound triphenylphosphine and its by-products are easily removed by filtration from the reaction products.

Keywords: Polymer bound triphenylphosphine; Mitsunobu reaction; Diethyl azodicarboxylate; Lithium hydroxide; Tetrahydrofuran

Language: English

Document Type: Regular paper

DOI: http://dx.doi.org/10.2174/1386207003331706

Publication date: 2000-04-01

More about this publication?

Combinatorial Chemistry & High Throughput Screening publishes full length original research articles and reviews describing various topics in combinatorial chemistry (e.g. small molecules, peptide, nucleic acid or phage display libraries) and/or high throughput screening (e.g. developmental, practical or theoretical). Ancillary subjects of key importance, such as robotics and informatics, will also be covered by the journal. In these respective subject areas, Combinatorial Chemistry & High Throughput Screening is intended to function as the most comprehensive and up-to-date medium available. The journal should be of value to individuals engaged in the process of drug discoveryand development, in the settings of industry, academia or government.