高非对映选择性和支化选择性重排取代的 -alloc--烯丙基炔酰胺。
Highly diastereo- and branched-selective rearrangement of substituted -alloc--allyl ynamides.
机构信息
Department of Chemistry and Biochemistry, Montana State University, Bozeman, MT 59717, USA.
出版信息
Chem Commun (Camb). 2022 Oct 20;58(84):11855-11858. doi: 10.1039/d2cc03399b.
An auto-tandem catalytic, branched-selective rearrangement of substituted -alloc--allyl ynamides was developed. This reaction provides ready access to complex quaternary nitrile products with vinylogous stereocentres in excellent diastereoselectivity, including contiguous all-carbon quaternary centres. The stereochemical outcome is determined a Pd(0) catalysed dipolar ketenimine aza-Claisen rearrangement and computational studies exemplify the key role ligand geometry plays.
发展了一种取代的 -alloc--烯丙基炔酰胺的自动串联催化、支化选择性重排反应。该反应以优异的非对映选择性提供了复杂的季腈产物，具有烯丙基立体中心，包括连续的全碳季碳中心。立体化学结果由 Pd(0)催化的双极性烯酮亚胺氮杂-Claisen 重排决定，计算研究举例说明了配体几何形状所起的关键作用。
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