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  • Enantioselective Michael addition of 3-aryl-substituted oxindoles to methyl vinyl ketone catalyzed by a binaphthyl-modified bifunctional organocatalyst.

Enantioselective Michael addition of 3-aryl-substituted oxindoles to methyl vinyl ketone catalyzed by a binaphthyl-modified bifunctional organocatalyst.

Molecules (Basel, Switzerland) (2012-06-20)
Hyun Joo Lee, Saet Byeol Woo, Dae Young Kim
ABSTRACT

The enantioselective conjugate addition reaction of 3-aryl-substituted oxindoles with methyl vinyl ketone promoted by binaphthyl-modified bifunctional organocatalysts was investigated. The corresponding Michael adducts, containing a quaternary center at the C3-position of the oxindoles, were generally obtained in high yields with excellent enantioselectivities (up to 91% ee).

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Sigma-Aldrich
3-Buten-2-one, contains 0.3-1.0% hydroquinone as stabilizer, technical grade, 90%