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A ternary complex reagent for an asymmetric Michael reaction of lithium ester enolates with enoates

✍ Scribed by Yasutomo Yamamoto; Hirokazu Suzuki; Yorinobu Yasuda; Akira Iida; Kiyoshi Tomioka


Book ID
108285040
Publisher
Elsevier Science
Year
2008
Tongue
French
Weight
175 KB
Volume
49
Category
Article
ISSN
0040-4039

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Systematic investigation of the varying size of the alkoxy moiety of the lithium ester enolates in the chiral ligand mediated reaction with imines led to the improvement of the enantioselectivity of I~-lactam products in up to 93%. The asymmetric induction step was indicated to be the addition step,

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A Factor Affecting Enantioselective Reaction of a Ternary Complex of Lithium Ester Enolate with Imine. -Lithiation of esters such as (I) followed by coupling of the resulting enolates with imines [cf. (II)] in the presence of chiral ether ligands is investigated systematically. Under improved react