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    Direct, enantioselective aldol coupling of aldehydes using chiral organic catalysts
    6.
    发明申请
    Direct, enantioselective aldol coupling of aldehydes using chiral organic catalysts 失效
    使用手性有机催化剂的醛的直接，对映选择性醛醇偶联

    公开(公告)号：US20050197498A1

    公开(公告)日：2005-09-08

    申请号：US11112309

    申请日：2005-04-21

    申请人： David MacMillan ,  Alan Northrup

    发明人： David MacMillan ,  Alan Northrup

    IPC分类号： C07C29/143 ,  C07C45/72 ,  C07D309/10 ,  C07H3/00

    CPC分类号： C07D309/10 ,  C07B2200/07 ,  C07C29/143 ,  C07C45/72 ,  C07C2601/14 ,  C07C47/27 ,  C07C47/192 ,  C07C47/19 ,  C07C33/025 ,  C07C33/035 ,  C07C33/14 ,  C07C33/30

    摘要： Nonmetallic, chiral organic catalysts are used to catalyze an enantioselective aldol coupling reaction between aldehyde substrates. The reaction may be carried out with a single enolizable aldehyde, resulting in dimerization to give a β-hydroxy aldehyde, or trimerization to give a dihydroxy tetrahydropyran. The reaction may also conducted with an enolizable aldehyde and a second aldehyde, which may or may not be enolizable, so that the coupling is a cross-aldol reaction in which the α-carbon of the enolizable aldehyde adds to the carbonyl carbon of the second aldehyde in an enantioselective fashion. Reaction systems composed of at least one enolizable aldehyde, an optional additional aldehyde, and the nonmetallic chiral organic catalyst are also provided, as are methods of implementing the enantioselective aldol reaction in the synthesis of sugars.

    摘要翻译： 非金属手性有机催化剂用于催化醛底物之间的对映选择性醛醇偶联反应。 该反应可以用单一可烯化的醛进行，导致二聚化得到β-羟基醛，或三聚反应得到二羟基四氢吡喃。 该反应也可以用可烯化的醛和第二醛进行，其可以是或不可烯化的，使得偶合是交叉醛醇缩合反应，其中可烯化的醛的α-碳加到第二个的羰基碳上 醛以对映选择性方式。 还提供由至少一种可烯化醛，任选的另外的醛和非金属手性有机催化剂组成的反应体系，以及在合成糖中实施对映选择性醛醇反应的方法。