Synthesis of Noraugustamine and Development of an Oxidative Heck/Aza-Wacker Cascade Cyclization.

Synthesis of Noraugustamine and Development of an Oxidative Heck/Aza-Wacker Cascade Cyclization.
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DOI:
10.1021/acs.orglett.2c00948
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发表时间:
2022-04
期刊:
影响因子:
5.2
通讯作者:
K. R. Holman;A. M. Stanko;Matthieu J. R. Richter;S. Feng;Mahideremariyam N Gessesse;S. Reisman
K. R. Holman;A. M. Stanko;Matthieu J. R. Richter;S. Feng;Mahideremariyam N Gessesse;S. Reisman
中科院分区:
化学1区
文献类型:
--
作者:
K. R. Holman;A. M. Stanko;Matthieu J. R. Richter;S. Feng;Mahideremariyam N Gessesse;S. Reisman

文献摘要

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研究了自由基和过渡金属催化的级联环化反应策略,合成了Augustamine型石蒜科生物碱的四环核心。这些研究导致了去甲Augustamine的合成和氧化Heck/aza-Wacker级联的发展,该级联在一个步骤中形成两个环、一个C-N键和一个全碳季中心。
Radical and transition metal-catalyzed cascade cyclization strategies were investigated with respect to the synthesis of the tetracyclic core of the augustamine-type Amaryllidaceae alkaloids. These studies resulted in the synthesis of noraugustamine and the development of an oxidative Heck/aza-Wacker cascade forming two rings, a C-N bond, and an all-carbon quaternary center in a single step.