Unintended Formation of a 26-Membered Cycle in the Course of a Novel Approach to Myricanol, a Strained [7,0]-Metacyclophane,Synlett

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Unintended Formation of a 26-Membered Cycle in the Course of a Novel Approach to Myricanol, a Strained [7,0]-Metacyclophane
Synlett ( IF 1.7 ) Pub Date : 2019-11-29 , DOI: 10.1055/s-0039-1691523
Paul Massé ₁ , Sabine Choppin ₁ , Lucia Chiummiento ₂ , Gilles Hanquet ₁ , Françoise Colobert ₁

Affiliation

A convergent approach for the synthesis of (±)-myricanol, a strained diarylheptanoid isolated from Myricacae, was undertaken using a Suzuki–Miyaura coupling followed by a ring-closing metathesis (RCM). Herein, we report the unintentional formation of a 26-membered macrocycle as RCM product resulting from a head-to-tail dimerization of the seco-precursor, even in relay ring-closing metathesis (RRCM) conditions.

中文翻译：

在新方法中意外形成一个 26 成员的循环，这是一种应变 [7,0]-Metacyclophane 的新方法

使用 Suzuki-Miyaura 偶联和闭环复分解 (RCM) 进行合成 (±)-杨梅醇（一种从杨梅科分离的应变二芳基庚烷）的收敛方法。在这里，我们报告了 26 元大环作为 RCM 产物的无意形成，这是由二元前体的头对尾二聚化产生的，即使在中继闭环复分解 (RRCM) 条件下也是如此。

更新日期：2019-11-29

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