A Cooperative Cobalt-Driven System for One-Carbon Extension in the Synthesis of (Z)-Silyl Enol Ethers from Aldehydes: Unlocking Regio- and Stereoselectivity,Journal of the American Chemical Society

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A Cooperative Cobalt-Driven System for One-Carbon Extension in the Synthesis of (Z)-Silyl Enol Ethers from Aldehydes: Unlocking Regio- and Stereoselectivity
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2023-12-12 , DOI: 10.1021/jacs.3c10491
Soumyashree Jena _{1,

2} , Lars Frenzen ₁ , Vishal Chugh _{1,

2} , Jiajun Wu ₁ , Thomas Weyhermüller ₁ , Alexander A Auer ₃ , Christophe Werlé _{1,

2}

Affiliation

The research presented herein explores a cobalt-based catalytic system, distinctively featuring a cooperative boron-centric element within its intricate ligand architecture. This system is strategically engineered to enable the integration of a singular carbon atom into aldehydes, a process culminating in the production of (Z)-silyl enol ethers. Beyond offering an efficient one-pot synthesis route, this method adeptly overcomes challenges inherent to conventional techniques, such as the need for large amounts of additives, restrictive functional group tolerance, and extreme reaction temperatures. Initial mechanistic studies suggest the potential role of a cobalt–carbene complex as a catalytically significant species and underscore the importance of the borane segment. Collectively, these observations highlight the potential of this system in advancing complex bond activation pursuits.

中文翻译：

从醛合成 (Z)-甲硅烷基烯醇醚中用于单碳延伸的协同钴驱动系统：解锁区域选择性和立体选择性

本文提出的研究探索了一种钴基催化系统，其独特的特点是在其复杂的配体结构中具有协作的以硼为中心的元素。该系统经过精心设计，能够将单个碳原子整合到醛中，这一过程最终产生 ( Z )-甲硅烷基烯醇醚。除了提供有效的一锅合成路线外，该方法还巧妙地克服了传统技术固有的挑战，例如需要大量添加剂、限制性官能团耐受性和极端反应温度。初步的机理研究表明钴-卡宾络合物作为具有重要催化作用的物质的潜在作用，并强调了硼烷链段的重要性。总的来说，这些观察结果凸显了该系统在推进复杂的键激活研究方面的潜力。

更新日期：2023-12-12

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