A three-component synthesis of homoallylic amines catalyzed by CuI

Tetrahedron Letters

Volumn 49, Issue 38, 2008, Pages 5495-5497

  Kalita, Pabitra Kumar ^a   Phukan, Prodeep ^a  

^a GAUHATI UNIVERSITY   (India)

Author keywords

Aldehyde; Allyltributylstannane; Benzyl amine; CuI; Homoallylic amine

Indexed keywords

ALDEHYDE; ALLYL COMPOUND; AMINE; BENZALDEHYDE; BENZYLAMINE; CUPROUS IODIDE; HOMOALLYLIC AMINE DERIVATIVE; IODINE DERIVATIVE;

ARTICLE; POLYMERIZATION; SYNTHESIS;

EID: 48549084685     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2008.07.032     Document Type: Article

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65. General procedure: To a solution of aldehyde (1 mmol) in DMF (1 mL), benzylamine (1.1 mmol), CuI (0.15 mmol) and allyltributylstannane (1 mmol) were added successively at room temperature. After stirring the reaction for 24 h at room temperature, water was added and the mixture was extracted with diethyl ether. The organic phase was dried over sodium sulfate, filtered and evaporated. The crude product was purified by column chromatography over silica gel (60-120 mesh) using ethyl acetate-petroleum ether (5:95) as eluent.