Application

No.126
Enantioselective Epoxidation
B2409 (1S,2S)-N,N'-Bis[(R)-2-hydroxy-2'-phenyl-1,1'-binaphthyl-3-ylmethylene]-1,2-diphenylethylenediaminato Manganese(III) Acetate (1) 100mg

Katsuki et al. have reported that the chiral salen-Mn(III) complex 1 is useful as a catalyst for enantioselective epoxidation of conjugated cis-olefins.1 Complex 1 is oxidized with iodosobenzene as co-oxidant to generate oxo(salen)-Mn(V) complex 2, which then reacts with conjugated cis-olefins to yield chiral epoxides 3 with high enantioselectivity.

References

1) Highly enantioselective epoxidation
H. Sasaki, R. Irie, T. Hamada, K. Suzuki, T. Katsuki, Tetrahedron, 1994, 50, 11827.
T. Katsuki, Yuki Gosei Kagaku Kyokaishi (J. Synth. Org. Chem. Jpn.), 1999, 57, 824.
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