867378-32-3Relevant academic research and scientific papers
Design, synthesis and in vitro antimalarial activity of spiroperoxides
Jin, Hong-Xia,Zhang, Qi,Kim, Hye-Sook,Wataya, Yusuke,Liu, He-Hua,Wu, Yikang
, p. 7699 - 7711 (2007/10/03)
Several spiroperoxy antimalarial compounds were designed and synthesized using the hydrogen peroxide in UHP (urea-H2O2 complex) as the source of the peroxy bond. Incorporation of the H2O2 into the organic molecule framework through ketal exchange reaction in the present cases was greatly facilitated by the potential to form a five- or six-membered cyclic hemiketal due to the presence of a hydroxyl group γ or δ to the ketone carbonyl group. When the electron-withdrawing group in the Michael acceptor was a nitro group, the closure of the peroxy ring occurred readily under the hydroxidation conditions. Presence of a benzene ring fused to the peroxy ring effectively reduced the degrees of freedom in the transition state for the ring-closure step and made the otherwise very difficult seven-membered 1,2-dioxepane rather easy to form through the intramolecular Michael addition.
Synthesis of benzene-fused 1,7,8-trioxa-spiro[5.6]dodecanes
Jin, Hong-Xia,Wu, Yikang
, p. 6801 - 6803 (2007/10/03)
Two novel organic peroxides with one or two benzene rings fused to a 1,7,8-trioxaspiro[5.6]dodecan framework were synthesized, which provided the first examples of employing Kobayashi's methodology in the synthesis of seven-membered peroxy rings. CSA was
