Development of Highly Functionalized Tetrahydropyran Rings Via Sakurai Reaction
The reactivity of aromatic and aliphatic aldehydes was evaluated under Sakurai reaction conditions. All aldehydes were subjected to the same reaction conditions and reaction times. The only variables in the reactions were the use of aliphatic or aromatic aldehydes or the choice of bulky protecting groups on the large silyl species. Reaction efficiencies were determined by use of 1H NMR and all compounds were purified by flash column chromatography. More optimization is needed on these compounds to develop this synthetic technology.
Ghosh, Purdue University.
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