首页> 外文期刊>Chemistry: A European journal >Organocatalytic Tandem Reaction to Construct Six-Membered Spirocyclic Oxindoles with Multiple Chiral Centres through a Formal [2+2+2] Annulation
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Organocatalytic Tandem Reaction to Construct Six-Membered Spirocyclic Oxindoles with Multiple Chiral Centres through a Formal [2+2+2] Annulation

机译:通过形式的[2 + 2 + 2]环状结构构筑具有多个手性中心的六元螺环氧化吲哚的有机催化串联反应

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摘要

An efficient tandem reaction for the asymmetric synthesis of six-membered spirocyclic oxindoles has been successfully developed through a formal [2+ 2+2] annulation strategy. The amine-catalysed stereoselective Michael addition of aliphatic aldehydes to electron-deficient olefinic oxindole motifs gave chiral C3 components, which were further combined with diverse electrophiles (activated olefins or imines) to afford spirocyclic oxindoles with versatile molecular complexity (up to six contiguous stereogenic centres, high diastereo- and enantioselectivities).
机译:通过正式的[2+ 2 + 2]环空策略已成功开发了一种有效的串联反应,用于六元螺环氧吲哚的不对称合成。胺催化的脂肪族醛的胺催化立体选择性迈克尔加成至缺电子的烯属羟吲哚基序,得到手性C3组分,将其进一步与各种亲电试剂(活化的烯烃或亚胺)结合,可得到具有多种分子复杂性的螺环羟吲哚(最多六个连续的立体异构中心) ,高非对映选择性和对映选择性)。

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