52298-33-6Relevant academic research and scientific papers
The role of acyloxyphosphonium ions and the stereochemical influence of base in the phosphorane-mediated esterification of alcohols
McNulty, James,Capretta, Alfredo,Laritchev, Vladimir,Dyck, Jeff,Robertson, Al J.
, p. 4051 - 4054 (2007/10/03)
Intimate details of the Mitsunobu mechanism: The trapping of an acyloxytributylphosphonium ion with a chiral secondary alcohol leads to either retention or inversion of stereochemistry in the resulting ester depending on the exclusion or inclusion of a base (see scheme). Insight into the mechanism of phosphorane-mediated esterification processes is presented.
THE CONVERSION OF α- TO β-HYDROXY ESTERS BY A DEOXYGENATION/CONDENSATION REACTION PROMOTED BY SAMARIUM DIIODIDE
Enholm, Eric J.,Jiang, Shujun
, p. 313 - 316 (2007/10/02)
A mild reaction sequence begins by transforming an α-hydroxy ester to an α-benzoate ester.Next, the α-benzoate ester is both reductively deoxygenated with samarium diiodide and subsequently condensed with a ketone present in the reaction mixture to afford
