Conjugate addition of chiral lithium methyl[o(cyclohexyldimethylaminomethyl)phenyl]cuprate to methyl 3-phenyl-2-propenoate and 4-phenyl-3-buten-2-o

Add time:07/13/2019    Source:sciencedirect.com

Chiral lithium methyl[o-(cyclohexyldimethylaminomethyl)phenyl]cuprate reacts with methyl 3-phenyl-2-propenoate and 4-phenyl-3-buten-2-one to give the conjugate addition products, viz. methyl 3-phenylbutanoate and 4-phenylpentan-2-one respectively. The reaction rates and chemical yields (30–60%) are lower than in corresponding reactions with lithium dimethylcuprate and lithium methyl[2-(1-dimethylaminoethyl)phenyl]cuprate respectively. Lithium halides in the reaction favour the formation of one enantiomer. The highest asymmetric induction obtained is 4.4%.

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