Unified Syntheses of Cavicularin and Riccardin C: Addressing the Synthesis of an Arene Adopting a Boat Configuration

Unified Syntheses of Cavicularin and Riccardin C: Addressing the Synthesis of an Arene Adopting a Boat Configuration
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DOI:
10.1002/chem.201101550
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发表时间:
2011-09-01
影响因子:
4.3
通讯作者:
Harrowven, David C.
Harrowven, David C.
中科院分区:
化学2区
文献类型:
--
作者:
Kostiuk, Sarah L.;Woodcock, Timothy;Harrowven, David C.

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报道了天然产物Cavicularin(十步)和Riccardin C(七步)的简明合成方法。新的合成路线的主要特点是一个收敛的策略,组装无环前体和一系列的区域选择性还原和卤化步骤,以促进维蒂希大环化和transannular环收缩反应。
Concise syntheses of the natural products cavicularin (ten steps) and riccardin C (seven steps) are reported. Key features of the new synthetic route are a convergent strategy to assemble acyclic precursors and a sequence of regioselective reduction and halogenation steps to facilitate Wittig macrocyclisation and transannular ring contraction reactions.