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Diastereoselective Addition of Allylzinc Bromide to Imines Derived from (R)-Phenylglycine Amide

Year: 2001

Type: article

Abstract: 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. [reaction: see text]

Source: Organic Letters

DOI: 10.1021/ol016840f

Authors: Marcel van der Sluis, Jan Dalmolen, Ben de Lange, Bernard Kaptein, Richard M. Kellogg, Quirinus B. Broxterman

Institution: University of Groningen

Language: English

Topic: Asymmetric Synthesis and Catalysis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

OpenAlex ID: W2072201368

FWCI: 2.834

Cites: 30

Cited by: 35

Related to: 10