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- W1985383718 abstract "Asymmetric alkylation of benzaldehyde and acetophenone by modified aluminium “ate” complexes are reported. LiAlMe4, NaAlEt4, LiAln-Bu4, NaAln-Bu4 modified by either (−)-N-methylphedrin or (+)cinchonine or (−)quinine were used. Using hydrocarbon solvents and sometimes under nickel catalysis the treatment of carbonyl compounds by modified “ate· complexes produced chiral alcohols with both chemical and optical good yields. NaAlEt4 modified by (−)-N-methylephedrin reacted with benzaldehyde to give S(−)1-phenyl-1 propanol in 20% enantiomeric excess. The same reagent reacted with acetophenone to give S(−)2-phenyl-2 butanol in 33% e.e. NaAln-Bu4 modified by (−)-N-methylephedrin reacted with benzaldehyde to give S(−)1-phenyl-1-pentanol in 27% e.e. or with acetophenone to give (−)2-phenyl-2-hexanol in 44% e.e. Since a wide range of new asymmetric alkylating reagents has been obtained from aluminium “ate” complexes and chiral compounds, it can be assumed that the method described could be useful to synthetise chiral alcohols with high optical yield." @default.
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- W1985383718 date "1979-01-01" @default.
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- W1985383718 title "Asymmetric alkylation of carbonyl compounds with lithium or sodium tetraalkylaluminates modified by chiral aminoalcohols" @default.
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- W1985383718 doi "https://doi.org/10.1016/0040-4020(79)85044-9" @default.
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