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铟参与的4-溴-1,1,1-三氟-2-丁烯与α-烷氧基醛亚胺的烯丙化反应:4,4,4-三氟-γ-羟基缬氨酸的合成

Indium-Mediated Diastereoselective Allylation of α-Alkoxy-aldimines with 4-Bromo-1,1,1-trifluoro-2-butene:Concise Synthesis of the Corresponding Lactone of 4,4,4-Trifluoro-γ-hydroxyvaline
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摘要 铟参与的4-溴-1,1,1-三氟-2-丁烯与α-烷氧基醛亚胺的烯丙化反应以中等的产率和高非对映选择性生成了高烯丙基胺3.从甘油醛亚胺和4-溴-1,1,1-三氟-2-丁烯反应制备的高烯丙基胺3g出发,以7步反应24%的总产率合成了4,4,4-三氟-γ-羟基缬氨酸11. Indium-mediated allylation of a-alkoxy-aldimines with 4-bromo-1,1,1-trifluoro-2-butene gave the corresponding homoallylic amines 3 in moderate yield and high diastereoselectivity. Starting from compound 3g prepared by glyceraldimine with 4-bromo-1,1,1-trifluoro-2-butene in the presence of indium, compound 11, the corresponding lactone of (2R,3R)-4,4,4-trifluoro-γ-hydroxyvaline, was conveniently synthesized via 7 steps in 24% overall yield.
出处 《有机化学》 SCIE CAS CSCD 北大核心 2007年第2期240-245,共6页 Chinese Journal of Organic Chemistry
基金 国家自然科学基金(Nos.20325210 20472105)资助项目.
关键词 三氟甲基氨基酸 烯丙化反应 trifluoromethylated amino acid diastereoselective aUylation indium
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