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2021 , Vol. 41 >Issue 11: 4240 - 4254

DOI: https://doi.org/10.6023/cjoc202105058

综述与进展

共轭双烯硼化质子化反应的研究进展

  • 邹辰晨 ,
  • 牛长浩 ,
  • 刘新宇 ,
  • 张淳
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  • 天津大学分子+研究院 天津 300072
† 共同第一作者.

收稿日期: 2021-05-31

  修回日期: 2021-07-09

  网络出版日期: 2021-07-20

基金资助

国家自然科学基金(21801181)

收起

Recent Advances about Protoboration of Conjugated Dienes

  • Chenchen Zou ,
  • Changhao Niu ,
  • Xinyu Liu ,
  • Chun Zhang
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  • Institute of Molecular Plus, Tianjin University, Tianjin 300072
† These authors contributed equally to this work.
* Corresponding author. E-mail:

Received date: 2021-05-31

  Revised date: 2021-07-09

  Online published: 2021-07-20

Supported by

National Natural Science Foundation of China(21801181)

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摘要

共轭双烯的硼化质子化反应由于反应条件温和以及官能团兼容性广泛, 目前已经成为合成烯丙基硼化物以及高烯丙基硼化物的重要方法之一. 随着多个课题组在本领域取得重要进展, 共轭双烯的硼化质子化反应已经实现高化学选择性、区域选择性以及对映选择性转化. 此外一些基于硼化质子化的高效串联反应已被设计并实现, 并且有的方法已经被证实可以用于生物活性分子的高效合成. 近年来, 无过渡金属催化的共轭烯烃硼化质子化反应也被实现. 本综述将总结共轭双烯的硼化质子化反应的研究进展, 介绍各个反应的底物范围, 并讨论反应的机理过程.

关键词： 共轭双烯; 硼化质子化; 区域选择性; 对映选择性

本文引用格式

邹辰晨 , 牛长浩 , 刘新宇 , 张淳 . 共轭双烯硼化质子化反应的研究进展[J]. 有机化学, 2021 , 41(11) : 4240 -4254 . DOI: 10.6023/cjoc202105058

Abstract

The protoboration of conjugated diene is a kind of important strategy for the synthesis of allylic borides and homo-allylic borides, because of mild reaction conditions and wide functional group compatibility. Till now, several research groups have been reported key progress in this field, some of them could well control the chemical selectivity, regioselectivity and enantioselectivity of these transformations. In addition, some efficient tandem reactions which based on highly efficient protoboronation have been designed. These methods could be used for the synthesizing bioactive molecules via novel route. Furthermore, recently, the protoboronation of conjugated diene without transition metal catalyst has been realized. The research progress about protoboration of conjugated diene is summarized, the range of substrate scope is introduced, and the reaction mechanism for each reaction is discussed.

Key words： conjugated diene; protoboration; regioselectivity; enantioselectivity

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