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    • 5. 发明授权
    • Method of preparing chiral ketones from aldehydes
    • 从醛制备手性酮的方法
    • US09120721B2
    • 2015-09-01
    • US14359847
    • 2012-12-13
    • Nanyang Technological University
    • Yonggui ChiBhoopendra Tiwari
    • C07C211/00C07C205/00C07C207/00C07C221/00C07C201/12C07C205/02C07C205/44C07B41/06C07C225/14C07C225/16
    • C07C221/00C07B41/06C07C201/12C07C205/02C07C205/44C07C225/14C07C225/16
    • Present invention relates to a method of preparing a chiral α- or β-substituted ketone from the corresponding β- or γ-substituted aldehyde, wherein the ketone has formula (I), (III) or (V), and the corresponding aldehyde has formula (II), (IV) or (VI), respectively, the method comprising reacting the aldehyde of formula (II), (IV) or (VI) in the presence of an amine, oxygen and an organic solvent, wherein the reaction is carried out in the absence of a metal-based catalyst or a metal-based oxidant, wherein: R is H, a substituted or unsubstituted C1-C10 alkyl, substituted or unsubstituted C2-C15 alkenyl, substituted or unsubstituted C2-C15 alkynyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C3-C15 cycloalkenyl, substituted or unsubstituted C3-C15 heterocycloalkyl, substituted or unsubstituted C3-C15 heterocycloalkenyl, substituted or unsubstituted C6-C15 aryl, or substituted or unsubstituted C6-C15 heteroaryl; and R′ is H, a substituted or unsubstituted C1-C10 alkyl, substituted or unsubstituted C2-C15 alkenyl, substituted or unsubstituted C2-C15 alkynyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C3-C15 cycloalkenyl, substituted or unsubstituted C3-C15 heterocycloalkyl, substituted or unsubstituted C3-C15 heterocycloalkenyl, substituted or unsubstituted C6-C15 aryl, or substituted or unsubstituted C6-C15 heteroaryl.
    • 本发明涉及从相应的β-取代醛或γ-取代醛制备手性α-或β-取代的酮的方法,其中酮具有式(I),(III)或(V),和相应的 醛分别具有式(II),(IV)或(VI),所述方法包括在胺,氧和有机溶剂的存在下使式(II),(IV)或(VI)的醛反应,其中 该反应在不存在金属类催化剂或金属类氧化剂的情况下进行,其中:R为H,取代或未取代的C 1 -C 10烷基,取代或未取代的C 2 -C 15烯基,取代或未取代的C 2 -C 15 取代或未取代的C 3 -C 15环烯基,取代或未取代的C 3 -C 15环烯基,取代或未取代的C 3 -C 15杂环烷基,取代或未取代的C 3 -C 15杂环烯基,取代或未取代的C 6 -C 15芳基或取代或未取代的C 6 -C 15杂芳基 ; 取代或未取代的C 1 -C 15烷基,取代或未取代的C 2 -C 15烯基,取代或未取代的C 2 -C 15炔基,取代或未取代的C 3 -C 15环烷基,取代或未取代的C 3 -C 15环烯基,取代或未取代的 C 3 -C 15杂环烷基,取代或未取代的C 3 -C 15杂环烯基,取代或未取代的C 6 -C 15芳基或取代或未取代的C 6 -C 15杂芳基。