烯醇碳酸酯的催化脱羧烯丙基化反应：对映体富集的 3-烯丙基-3'-芳基 2-氧吲哚的合成和 azonazine 的核心结构。
The catalytic decarboxylative allylation of enol carbonates: the synthesis of enantioenriched 3-allyl-3'-aryl 2-oxindoles and the core structure of azonazine.
机构信息
Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhauri, Bhopal - 462 066, Madhya Pradesh, India.
Department of Chemical Sciences, Indian Institute of Science Education and Research Kolkata, Mohanpur, Nadia - 741246, West Bengal, India.
出版信息
Org Biomol Chem. 2021 Dec 22;20(1):127-131. doi: 10.1039/d1ob02048j.
The catalytic asymmetric synthesis of 3-allyl-3'-aryl 2-oxindoles has been shown the Pd(0)-catalyzed decarboxylative allylation of allylenol carbonates. This methodology provides access to a variety of 2-oxindole substrates (5a-v) with all-carbon quaternary stereocenters (up to 94% ee) at the pseudobenzylic position under additive-free and mild conditions. The synthetic potential of this method was shown by the asymmetric synthesis of the tetracyclic core of the diketopiparazine-based alkaloid azonazine (11).
已证明钯（0）催化的烯丙醇碳酸酯脱羧烯丙基化反应可以实现 3-烯丙基-3'-芳基 2-氧吲哚的催化不对称合成。该方法为各种 2-氧吲哚底物（5a-v）提供了获得途径，在无添加剂和温和条件下，在假苄位具有全碳季立体中心（高达 94%的对映体过量）。该方法的合成潜力通过基于二酮哌嗪的生物碱 azonazine 的四环核心的不对称合成（11）得到了展示。
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