Electrochem. oxidn. of PhCH2CH(CO2Et)2 with alkenes E-R1CH:CHR2 (R1 = R2 = Ph; R2 = H, R1 = heptyl, CO2Et, OAc, succinimido) gave 24-86% naphthalenedicarboxylates I in the presence of Mn(OAc)2. Similar reaction with alkynes R3C≡CH (R3 = hexyl, Me3Si) gave 70% naphthalenes II; using PhC≡CH gave 77% lactone III. The metal (Mn, Ni, Co) was oxidized in situ to the next oxidn. state; thus, both Mn(II) and Mn(III) were necessary for the oxidn
Metal-induced electrochemical oxidation of diethyl benzylmalonates in the presence of alkenes and alkynes. Synthesis of substituted tetrahydro- and dihydronaphthalenes
CITTERIO, ATTILIO;SEBASTIANO, ROBERTO
1993-01-01
Abstract
Electrochem. oxidn. of PhCH2CH(CO2Et)2 with alkenes E-R1CH:CHR2 (R1 = R2 = Ph; R2 = H, R1 = heptyl, CO2Et, OAc, succinimido) gave 24-86% naphthalenedicarboxylates I in the presence of Mn(OAc)2. Similar reaction with alkynes R3C≡CH (R3 = hexyl, Me3Si) gave 70% naphthalenes II; using PhC≡CH gave 77% lactone III. The metal (Mn, Ni, Co) was oxidized in situ to the next oxidn. state; thus, both Mn(II) and Mn(III) were necessary for the oxidnFile in questo prodotto:
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