79388-51-5Relevant academic research and scientific papers
SYNTHESIS OF 4,6-DIALKYL-1,3-DIOXINS. VERSATILE INTERMEDIATES FOR THE PREPARATION OF (E)-ALKENONES, anti,anti-1,2,3-TRIOLS AND syn-1,3-DIOLS
Funk, Raymond L.,Bolton, Gary L.
, p. 1111 - 1114 (2007/10/02)
The title compounds 4 are prepared from 4-alkyldioxins 2 via a metalation, alkylation sequence.The dialkyl dioxins 4 are thermally labile (providing enones) and undergo highly stereoselective hydroboronation or hydrogenation reactions to provide anti,anti-1,2,3-triols and syn-1,3-diols, respectively.This methodology has been exploited in the synthesis of (+/-)-endo-1,3-dimethyl-2,9-dioxabicyclononane.
