Tetrahedron p. 8573 - 8584 (1995)
Update date:2022-08-05
Topics:
Yadav
Kapoor
1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) has been studied for the epoxidation of electron deficient alkenes with anhydrous t-BuOOH (TBHP) in dichloroethane. Steric demands are higher than that for alkaline H2O2 DBU is recognised as a remarkable base in these oxidations as other bases such as triethyl amine, diisopropylethyl amine, and 1,4-diazabicyclo[2.2.2]octane (DABCO) are absolutely inefficient. DBU is effective in promoting the oxidation of α,β-unsaturated δ-lactones where most of conventional methods either fail or perform poor.
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