1330640-63-5Relevant academic research and scientific papers
2,5-cis-2,3,5-Trisubstituted tetrahydrofurans from the diastereomixture of 2,4-disubstituted 1,3-dioxepins via stereomutation
Kubo, Ozora,Yahata, Kenzo,Maegawa, Tomohiro,Fujioka, Hiromichi
, p. 9197 - 9199 (2011/10/09)
A diastereoselective ring contraction of the diastereomixture of 2,4-disubstituted 1,3-dioxepins to 2,5-cis-2,3,5-trisubstituted tetrahydrofurans was achieved using TfOH in DMF. The reaction appears to proceed via a chair-like transition state, in which stereomutation of the oxocarbenium occurred, followed by an aldol-type cyclization.
