Tetrahedron

Enantioselective catalytic epoxidation of cinnamate esters

EN Jacobsen, L Deng, Y Furukawa, LE Martínez

文献索引：Jacobsen, Eric N.; Deng, Li; Furukawa, Yoshiro; Martinez, Luis E. Tetrahedron, 1994 , vol. 50, # 15 p. 4323 - 4334

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被引用次数: 260

摘要

A broad study of the (salen) Mn (III)-catalyzed asymmetric epoxidation of cis-cinnamate esters reveals that the steric properties of the ester group have a profound influence on enantioselectivity in the epoxidation reaction, with bulkier esters affording highest ee's. The sensitivity of the reaction selectivity to the steric properties of the cis-alkene are consistent with a “skewed” side-on approach of olefin to the metal-oxo. The electronic properties of ...