We report a novel vapour phase procedure to perform the Soai reaction in an absolute asymmetric synthesis fashion: the substrate is confined in the pores of the UiO-type MOFs, and vapour phase reactions with Zn(i-Pr)<sub>2</sub> are performed in a sealed environment, Different MOFs lead to different outcomes in terms of enantiomeric excess, handedness of the product and reaction rate. This is one of the first examples of absolute asymmetric synthesis performed inside a MOF.
Absolute asymmetric amplification is observed for
pyridine alkanol by reaction with iPr<sub>2</sub>Zn vapor under heterogenous
conditions. Beside the chiral alkanol, formation of a chiral ester is observed
and identified as a subsequent Claisen-Tishchenko product of a hemiacetal
intermediate during a Soai absolute amplification.
Absolute asymmetric amplification is observed for
pyridine alkanol by reaction with iPr<sub>2</sub>Zn vapor under heterogenous
conditions. Beside the chiral alkanol, formation of a chiral ester is observed
and identified as a subsequent Claisen-Tishchenko product of a hemiacetal
intermediate during a Soai absolute amplification.
We report a novel vapour phase procedure to perform the Soai reaction in an absolute asymmetric synthesis fashion: the substrate is confined in the pores of the UiO-type MOFs, and vapour phase reactions with Zn(i-Pr)<sub>2</sub> are performed in a sealed environment, Different MOFs lead to different outcomes in terms of enantiomeric excess, handedness of the product and reaction rate. This is one of the first examples of absolute asymmetric synthesis performed inside a MOF.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.