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Base-Controlled Selective Conversion of Michael Adducts of Malonates with Enones in the Presence of Iodine
journal contribution
posted on 2011-12-02, 00:00 authored by Chun-Bao Miao, Min Zhang, Zong-Yong Tian, Hai-Tao Xi, Xiao-Qiang Sun, Hai-Tao YangAn efficient base-controlled selective conversion of
the Michael
adducts of malonates with enones in the presence of iodine is reported.
Highly functionalized cyclopropane, oxetane, and α-hydroxylmalonate
derivatives are obtained selectively using DBU, Na2CO3, and NaOAc as the base, respectively. O2 was identified
to be crucial to the formation of oxetane and α-hydroxylmalonate
derivatives.
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