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  • Title: Catalytic asymmetric conjugate addition of dialkylzinc reagents to beta-aryl-alpha,beta-unsaturated N-2,4,6-triisopropylphenylsulfonylaldimines with use of N-Boc-L-Val-connected amidophosphane-copper(I) catalyst.
    Author: Soeta T, Kuriyama M, Tomioka K.
    Journal: J Org Chem; 2005 Jan 07; 70(1):297-300. PubMed ID: 15624936.
    Abstract:
    Asymmetric conjugate addition of dialkylzinc to alpha,beta-unsaturated N-2,4,6-triisopropylphenylsulfonylaldimines 9 was catalyzed by 5 mol % N-Boc-L-valine-connected amidophosphane 5a-Cu(MeCN)(4)BF(4) in the presence of 4 angstroms MS in toluene to afford, after hydrolysis of an imine to an aldehyde through a short alumina column and reduction with sodium borohydride, the corresponding beta-alkylated alkanols 10 with 67-91% ee in reasonably high yields.
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