309723-78-2Relevant articles and documents
Stereoelectronic factors in bridgehead C-H bond insertion: Studies toward the total synthesis of maoecrystal v
Jansone-Popova, Santa,May, Jeremy A.
, p. 3734 - 3747 (2016/06/06)
A strategy for the total synthesis of maoecrystal V is presented. The key interior vicinal quaternary carbon centers will be formed via sequential bridgehead C-H bond insertion and enolate functionalization. Studies herein validate the C-H bond insertion as feasible in model studies, though there are significant effects on the selectivity for the bridgehead position from neighboring groups. Both inductive electron withdrawing elements and sterics play a role in deactivating that position, with the former having a greater effect. Forming the second quaternary carbon is possible via enolate acylation and alkylation. Lastly, an approach to synthesize the cyclohexenone ring of maoecrystal V is described.
Highly selective Diels-Alder reactions of dienophiles with 1,3-cyclohexadiene mediated by Yb(OTf)3·2H2O and ultrahigh pressures
Kinsman, Aaron C.,Kerr, Michael A.
, p. 3517 - 3520 (2007/10/03)
(Equation Presented) Ultrahigh pressures and catalytic Yb(OTf)3·2H20 were found to mediate Diels-Alder reactions of various electron-deficient dienophiles with 1,3-cyclohexadiene to produce endo-bicyclo[2.2.2]oct-2-enes in moderate t