Page 107 - Catalysts for Fine Chemical Synthesis Vol 1 - Robert & Poignant
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unfunctionalized alkenes a, b-unsaturated esters 93
6.1.3 CONCLUSION
Epoxidation using manganese ± salen complexes is very easy to carry out; it
occurs under aqueous conditions and commercial house bleach can be used as
the oxidant. The results are similar to those reported in the literature; Table 6.1
gives other examples of alkenes which can be epoxidized using the same proced-
ure. This method gives good results, especially for disubstituted Z-alkenes but
trisubstituted alkenes can be epoxidized as well.
Table 6.1 Epoxidation of disubstituted Z-alkenes by (S,S)-salen±manganese complex
(results according to the literature [1,5] ).
3. Yield% ee %
Ph Me 84* 91*
67 92
O
87 98
80 88
Me 3 Si
65 98
C 6 H 11
O
63 94
O
Ph CO 2 Et 67* 97*
Trisubstituted alkene:
Ph
75 92
* Reaction described above
