15764-66-6Relevant academic research and scientific papers
An Inexpensive Air-Stable Titanium-Based System for the Conversion of Esters to Primary Alcohols
Reding, Matthew T.,Buchwald, Stephen L.
, p. 7884 - 7890 (1995)
Polymethylhydroxiloxane, when combined with titanium(IV) isopropoxide, provides a convenient system for the conversion of esters to the corresponding primary alcohols in the presence of a wide range of functional groups.Reactions are carried out as mixtures of the neat reaction components; workup with aqueous alkaline THF affords primary alcohols in good to excellent yields.The system tolerates primary alkyl bromides and iodides, olefins, epoxides, and alkynes.Steric differentiation of methyl and tert-butyl esters is also possible.The results observed in the parent and related reactions argue against pathways involving Lewis-acid catalysis and anionic hydridosilicate-mediated reductions, and instead support a neutral titanium hydride complex or strongly associated titanium/silane complex as the active reducing agent.
A three-step-one-pot chemo-enzymatic synthesis of epoxyalkanolacylates
Klaas, M. Ruesch,Warwel
, p. 251 - 260 (2007/10/03)
Using the ability of Novozym 435 to catalyze both the perhydrolysis and the interesterification of esters, unsaturated primary alcohols are converted with an ester and hydrogen peroxide to give esters of epoxidized alcohols directly in a convenient three-step-one-pot synthesis with yields of 66-89%.
