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2023 , Vol. 43 >Issue 6: 2120 - 2125

DOI: https://doi.org/10.6023/cjoc202211035

研究论文

借助有机催化去共轭-羟醛缩合反应来获得α-乙烯基-β-炔基取代的烯醛

  • 全翌雯 ,
  • 蒋心惠 ,
  • 李文军 ,
  • 汪舰
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  • a 重庆医科大学第一临床医学院 重庆 400016
    b 重庆医科大学药学院 重庆 400016
    c 清华大学药学院 北京 100084

收稿日期: 2022-11-28

  修回日期: 2022-12-24

  网络出版日期: 2023-01-12

基金资助

国家自然科学基金(21871160); 国家自然科学基金(21672121); 国家自然科学基金(22071130)

收起

Access to α-Vinyl β-Alkynyl Enals via an Organocatalytic Deconjugation-Aldol Condensation Sequence

  • Yiwen Quan ,
  • Xinhui Jiang ,
  • Wenjun Li ,
  • Jian Wang
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  • a The First College of Clinical Medicine, Chongqing Medical University, Chongqing 400016
    b School of Pharmacy, Chongqing Medical University, Chongqing 400016
    c School of Pharmaceutical Sciences, Tsinghua University, Beijing 100084
* E-mail: ;

Received date: 2022-11-28

  Revised date: 2022-12-24

  Online published: 2023-01-12

Supported by

National Natural Science Foundation of China(21871160); National Natural Science Foundation of China(21672121); National Natural Science Foundation of China(22071130)

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摘要

发展了一种从α,β-不饱和醛和炔醛出发来获取α-乙烯基-β-炔基取代的烯醛的新绿色合成路线. 该方法体现出较为广泛的底物适用范围, 且反应条件温和. 此外, 还对反应过程中共轭-羟醛缩合的催化过程进行了详细讨论.

关键词： α-乙烯基-β-炔基取代的烯醛; 共轭-羟醛缩合; 有机催化; 烯胺

本文引用格式

全翌雯 , 蒋心惠 , 李文军 , 汪舰 . 借助有机催化去共轭-羟醛缩合反应来获得α-乙烯基-β-炔基取代的烯醛[J]. 有机化学, 2023 , 43(6) : 2120 -2125 . DOI: 10.6023/cjoc202211035

Abstract

A new green synthetic route to α-vinyl β-alkynyl enals from α,β-unsaturated aldehydes and ynals is developed. This protocol allows a broad substrate scope and mild conditions. Furthermore, a proposed mechanism of a deconjugation-aldol condensation process is discussed in detail.

Key words： α-vinyl β-alkynyl enal; deconjugation-aldol condensation; organocatalysis; enamine

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