Diastereoselective addition of allylzinc bromide to imines derived from (R)-phenylglycine amide
| Autor: | Quirinus B. Broxterman, Jan Dalmolen, B. De Lange, Michiel van der Sluis, Richard M. Kellogg, QB Broxterman, B Kaptein |
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| Přispěvatelé: | Molecular Inorganic Chemistry, Stratingh Institute of Chemistry |
| Jazyk: | angličtina |
| Rok vydání: | 2001 |
| Předmět: |
chemistry.chemical_classification
Chiral auxiliary DOUBLE-BOND Double bond Organic Chemistry Enantioselective synthesis HOMOALLYLIC AMINES Phenylglycine amide ALLYLATION Biochemistry Adduct CHIRAL TEMPLATES chemistry.chemical_compound chemistry Bromide METALLIC SAMARIUM Amide STEREOSELECTIVE SYNTHESIS Organic chemistry ORGANOZINC REAGENTS Physical and Theoretical Chemistry Enantiomer BETA-AMINO ACIDS OPTICALLY-ACTIVE IMINES ASYMMETRIC-SYNTHESIS |
| Zdroj: | Organic letters, 3(24), 3943-3946. AMER CHEMICAL SOC INC |
| ISSN: | 1523-7060 |
| DOI: | 10.1021/ol016840f |
| Popis: | [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. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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