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Tandem Copper-Catalyzed Conjugate Addition-Diastereoselective Protonation of ( E)-α-Trialkylsilyl-β-Alkyl(Aryl)-α,β-Unsaturated Esters.

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A tandem Cu(I)-catalyzed conjugate addition of Kharasch reagents/diastereoselective protonation of ( E)-α-trialkylsilyl-β-alkyl(aryl)-α,β-unsaturated esters afforded the saturated products with d.r. values of >20:1 favoring the anti-diastereomer in modest to excellent isolated… Click to show full abstract

A tandem Cu(I)-catalyzed conjugate addition of Kharasch reagents/diastereoselective protonation of ( E)-α-trialkylsilyl-β-alkyl(aryl)-α,β-unsaturated esters afforded the saturated products with d.r. values of >20:1 favoring the anti-diastereomer in modest to excellent isolated yields.

Keywords: diastereoselective protonation; conjugate addition; catalyzed conjugate; trialkylsilyl alkyl; alkyl aryl; protonation trialkylsilyl

Journal Title: Organic letters
Year Published: 2018

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