Tetrahedron Letters p. 745 - 748 (1997)
Update date:2022-08-10
Topics:
Dos Santos, Reginaldo B.
Brocksom, Timothy John
Brocksom, Ursula
A new and efficient methodology for the deoxigenation of α,β-epoxy ketones to enones has been developed, using aminoiminomethanesulfinic acid (thioulea dioxide) as the reducing agent under phase transfer conditions. The epoxides of mesityl oxide, isophorane (-)-carvone, (+)-6-methyl-carvone, (+)-6-ethyl-carvone and (-)-myrtenal, were converted into their respectives enones in good to excellent yields.
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