Facile synthesis of homoallylamines via α-regioselectivity in ultrasonic mediation and γ-adduct syn-stereoselective allylation with AlCl3-catalysis

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Title:	Facile synthesis of homoallylamines via α-regioselectivity in ultrasonic mediation and γ-adduct syn-stereoselective allylation with AlCl3-catalysis
Authors:	Lee, Chuo-yu;Yen, Ya-chuan;Lee, Shih-yuan
Keywords:	Homoallylamine;Sonochemical Barbier-type reaction;Lewis acid
Date:	2024-06-08
Issue Date:	2024-07-31 12:12:07 (UTC+8)
Publisher:	Elsvier
Abstract:	The allylation reaction of aldimines with allyl metal reagents is an important synthetic method for the preparation of homoallylamines. Therefore, we wish to report a highly regioselective and stereoselective allylation reaction under sonochemical Barbier-type reaction conditions. The high yields of regioselective α-adducts were achieved by reacting cinnamyl bromide, zinc, 1,2-dibromoethane, and aldimine in THF under sonochemical Barbier-type conditions. Highly regioselective and stereoselective allylation reactions were also achieved under Lewis acid-promoted Barbier-type reaction conditions.
Relation:	Tetrahedron Letters 114,　155134
DOI:	10.1016/j.tetlet.2024.155134
Appears in Collections:	[Graduate Institute & Department of Chemistry] Journal Article

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