Enantioselective Epoxidation of Conjugated trans-Olefins with (Salen)manganese(III) Complexes as Catalysts

Hisashi Nishikori; Chisa Ohta; Tsutomu Katsuki

doi:10.1055/s-2000-7945

Synlett 2000; 2000(11): 1557-1560
DOI: 10.1055/s-2000-7945

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Enantioselective Epoxidation of Conjugated trans-Olefins with (Salen)manganese(III) Complexes as Catalysts

Hisashi Nishikori,^* , Chisa Ohta, Tsutomu Katsuki

^*Department of Chemistry, Faculty of Science, Graduate School, Kyushu University 33, Hakozaki, Higashi-ku, Fukuoka 812-8581, Japan; Fax +81 92 6 42 26 07

Abstract

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Epoxidation of trans-β-substituted styrene derivatives was examined with (salen)manganese(III) complexes as catalysts. (R,R)-(Salen)manganese(III) complex 3 was found to be a better catalyst for epoxidation of substrates bearing an alkyl substituent at their β-carbon, while (R,S)-(salen)manganese(III) complex (2 or 4) was a better catalyst for epoxidation of substrates bearing an unsaturated substituent at their β-carbon.

asymmetric epoxidation - trans-olefin - (salen)manganese(III) complex

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