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    Please use this identifier to cite or link to this item: http://tkuir.lib.tku.edu.tw:8080/dspace/handle/987654321/25305

    Title: Synthesis of β-Amino Esters by Regioselective Amination of Allyl Bromides with Aryl and Alkyl Amines
    Authors: Lee, Adam Shih-yuan;Chen, Hung-Yang;Patkar, Laxmikant N.;Ueng, Shau-hua;Lin, Chun-cheng
    Contributors: 淡江大學化學學系
    Keywords: β-amino ester;amination;regioselectivity;α-methylene β-lactam;allyl bromide
    Date: 2005-08
    Issue Date: 2009-12-01
    Publisher: Stuttgart: Georg Thieme Verlag
    Abstract: One of the two possible regioisomers can be exclusively formed by combining a suitable solvent and a specific amount of triethylamine as a base during the amination of allyl bromide 5. The S(N)2' product 7 was produced using dichloromethane as a solvent and triethylamine (7 equiv) as base; S(N)2 product 6 was predominantly generated in hexane with 0.5 equivalents of triethylamine. Furthermore, a new reaction condition for the efficient cyclization of 7 to yield alpha-methylene beta-lactam 8 using Sn[N(TMS)(2)](2) as a reagent, is disclosed.
    Relation: Synlett 2005(13), pp.2035-2038
    Appears in Collections:[Graduate Institute & Department of Chemistry] Journal Article

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