Myers’ asymmetric

In the laboratory of T.F. Jamison, the synthesis of amphidinolide T1 was accomplished utilizing a catalytic and stereoselective macrocyclization as the key step. ° The Myers asymmetric alkylation was chosen to establish the correct stereochemistry at the C2 position. In the procedure, the alkyl halide was used as the limiting reagent and almost two equivalents of the lithium enolate of the A/-propionyl pseudoephedrine chiral auxiliary was used. The alkylated product was purified by column chromatography and then subjected to basic hydrolysis to remove the chiral auxiliary. 

The neurotoxic lipopeptide (+)-kalkitoxin was prepared by J.D. White et al., who installed one of the stereocenters via the Myers asymmetric alkylation followed by reductive workup to obtain the enantiopure primary alcohol. 

Myers asymmetric alkylation Alkylation of A/-acylated pseudoephedrines to obtain enantio-enriched a-alkylated carbonyl compounds. 300... 

The Myers asymmetric alkylation is a reaction between the enolate of a pseudoephedrine amide and an alkyl iodide in the presence of lithium chloride to give... 

In addition to the use of alkyl halides as electrophiles, the Myers asymmetric alkylation method was also found to... 

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