Saegusa-Ito Oxidation

Schematic representation of the Saegusa-Ito Oxidation.

Mechanism of the Saegusa-Ito Oxidation

Mechanism of the Saegusa-Ito Oxidation

Original publication	J. Org. Chem.. 1978, 43, 1011.
Review

Sample reactions

intermediate structure

Pd(OAc)2

MeCN

RT, 4 h, 84% (2 steps)

intermediate structure

intermediate structure

Pd(OAc)2

MeCN

RT, 3 h, 88% (2 steps)

intermediate structure

intermediate structure

O2, Pd(OAc)2

DMSO

RT, 18 h, 90% (2 steps)

intermediate structure

intermediate structure

O2, Pd(OAc)2

DMSO

RT, 18 h, 84% (2 steps)

intermediate structure

intermediate structure

Pd(OAc)2, 1,4-Benzoquinone

MeCN

RT, 6 h, 80% (2 steps)

"The yield was 89 % brsm."

intermediate structure

intermediate structure

Pd2(dba)3.CHCl3, Diallyl carbonate

MeCN

RT, 12 h, 90% (2 steps)

intermediate structure

intermediate structure

Pd(OAc)2

DMSO, MeCN

RT, 16 h, 82% (2 steps)

intermediate structure

intermediate structure

O2, Pd(OAc)2

DMSO

80 °C, 15 h, 91%

intermediate structure

intermediate structure

O2, Pd(OAc)2

DMSO

80 °C, 20 h, 75%

intermediate structure

intermediate structure

O2, Pd(OAc)2

DMSO

80 °C, 15 h, 91%

intermediate structure

intermediate structure

Pd(OAc)2

MeCN

RT, 33.5 h, 80% (2 steps)

intermediate structure