4.8 Article

Diastereoselective addition of allylzinc bromide to imines derived from (R)-phenylglycine amide

Journal

ORGANIC LETTERS
Volume 3, Issue 24, Pages 3943-3946

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol016840f

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[GRAPHICS] The highly diastereoselective addition of allylzinc bromide to imines derived from (R)-phenylglycine amide is reported. Homoallylamines with high enantiomeric purity are obtained from the adducts in three steps on removal of the chiral auxiliary by means of a nonreductive protocol. Removal of the auxiliary by hydrogenation leads to the saturated amines, also in high enantiomeric purity.

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