Catalytic Asymmetric Conjugate Addition of Dialkylzinc Reagents to β‐Aryl‐α,β‐unsaturated N‐2,4,6‐Triisopropylphenylsulfonylaldimines with Use of N‐Boc‐L‐Val‐Connected Amidophosphane‐Copper(I) Catalyst.
摘要:
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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关键词:
diastereoselective syntheses, enantioselective syntheses (incl. cis/trans‐isomerism) alcohols (benzene compounds)
DOI:
10.1002/chin.200522032
被引量:
年份:
2005
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