Tetrahedron

Addition of bromine to β′-(functional alkyl) α, β-unsaturated esters stereoselective synthesis of β-haloderivatives

TB Ayed, H Amri, MM El Gaied

文献索引：Ben Ayed, Taicir; Amri, Hassen; El Gaied, Mohamed Moncef Tetrahedron, 1991 , vol. 47, # 46 p. 9621 - 9628

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被引用次数: 16

摘要

A new convenient stereoselective synthesis of β-brominated β′-(functional alkyl) α, β- unsaturated esters has been developed by the reaction of tetraalkylammonium fluoride in HMPA with ethyl 2, 3-dibromo 2-(functional alkyl) propionates which can be easily prepared by addition of bromine to β′-(functional alkyl) acrylates. An interpretation of the observed stereoselectivity is proposed.