通过不寻常的区域选择性从缩醛转移氢原子来构造共轭性较低的烯烃

Organic chemistry frontiers : an international journal of organic chemistry Pub Date : 2025-01-22 Epub Date: 2025-01-14 DOI:10.1039/d4qo02099e

Zhaoshan Wang , Huiying Liu , Tiantian Liu , Qixiang Wang , Youhao Wei , Xiaoguang Bao , Xinxin Wu

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摘要

本研究利用区域选择性氢原子转移（RHAT）策略，展示了伴随着 C-O 键均解的三重 RHAT 过程，生成了不寻常的低共轭或反热力学烯烃，这种转化在文献中很少见。这种转化的关键在于从二级醚 C-H 键而不是较弱的三级缩醛 C-H 键进行不常见的 RHAT。该方案可合成多种用途广泛、共轭度较低或反热力学的烯烃。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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Constructing less-conjugated olefins via unusual regioselective hydrogen atom transfer from acetals†

Utilizing a regioselective hydrogen atom transfer (RHAT) strategy, this study demonstrates a triple RHAT process accompanied by C–O bond homolysis to generate unusual less-conjugated or contra-thermodynamic olefins, a transformation rarely documented in the literature. The key to this conversion is the uncommon RHAT from the secondary ether C–H bond, rather than the weaker tertiary acetal C–H bond. This protocol offers a diverse class of synthetically versatile, less-conjugated, or contra-thermodynamic olefins.

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来源期刊

Organic chemistry frontiers : an international journal of organic chemistry

CiteScore

7.80

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0.00%

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