2014RSC AdvancesRequires access

Catalytic asymmetric conjugate addition of various α-mercaptoketones to α,β-unsaturated N-acylated oxazolidin-2-ones with bifunctional organocatalyst

Bo‐Liang Zhao, Da‐Ming Du

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Abstract

A bifunctional squaramide catalysed enantioselective conjugate Michael addition reaction of various α-mercaptoketones to α,β-unsaturated N-acylated oxazolidinones under mild reaction conditions has been developed. This catalytic reaction afforded the corresponding adducts in good yields with high enantioselectivities (up to 92% ee). This is the first example of organocatalysed sulfa-Michael addition using various α-mercaptoketones as the Michael donors.

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A bifunctional squaramide catalysed enantioselective conjugate Michael addition reaction of various α-mercaptoketones to α,β-unsaturated N-acylated oxazolidinones under mild reaction conditions has been developed. This catalytic reaction afforded the corresponding adducts in good yields with high enantioselectivities (up to 92% ee). This is the first example of organocatalysed sulfa-Michael addition using various α-mercaptoketones as the Michael donors.

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Available abstract

A bifunctional squaramide catalysed enantioselective conjugate Michael addition reaction of various α-mercaptoketones to α,β-unsaturated N-acylated oxazolidinones under mild reaction conditions has been developed. This catalytic reaction afforded the corresponding adducts in good yields with high enantioselectivities (up to 92% ee). This is the first example of organocatalysed sulfa-Michael addition using various α-mercaptoketones as the Michael donors.

Key concepts: Squaramide, Bifunctional, Conjugate, Chemistry, Enantioselective synthesis, Michael reaction, Catalysis, Adduct

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Catalytic asymmetric conjugate addition of various α-mercaptoketones to α,β-unsaturated N-acylated oxazolidin-2-ones with bifunctional organocatalyst — Research Paper | ScholarLens