Synthesis ( IF 2.6 ) Pub Date : 2020-06-24 , DOI: 10.1055/s-0040-1707159 Oleksandr O. Grygorenko 1, 2 , Viktoriia S. Moskvina 2, 3 , Oleksandr V. Hryshchuk 1, 2 , Andriy V. Tymtsunik 1, 4
Abstract
The literature on cycloaddition reactions of boron-containing alkenes is surveyed with 132 references. The data are categorized according to the reaction type ([2+1], [2+2], [3+2], [4+2], and [4+3] cycloadditions). The cyclopropanation and the Diels–Alder reactions of alkenylboronic derivatives have been studied more or less comprehensively, and for some substrates, they can be considered as convenient methods for the rapid regio- and stereoselective construction of even complex cyclic systems. Other types of the cycloadditions, as well as mechanistic aspects of the processes, have been addressed less thoroughly in the previous works.
1 Introduction
2 [2+1] Cycloaddition
2.1 Cyclopropanation
2.1.1 With Methylene Synthetic Equivalents
2.1.2 With Substituted Carbenoids
2.2 Epoxidation
2.3 Aziridination
3 [2+2] Cycloaddition
4 [3+2] Cycloaddition
4.1 With Nitrile Oxides
4.2 With Diazoalkanes
4.3 With Nitrones
4.4 With Azomethine Ylides
5 [4+2] Cycloaddition
6 [4+3] Cycloaddition
7 Conclusions and Outlook
中文翻译:
烯基硼衍生物的环加成
摘要
含硼烯烃的环加成反应文献有132篇文献。数据根据反应类型进行分类([2 + 1],[2 + 2],[3 + 2],[4 + 2]和[4 + 3]环加成反应)。烯基硼衍生物的环丙烷化反应和Diels-Alder反应已或多或少地得到了广泛的研究,对于某些底物,它们甚至可以被认为是快速反应区域和立体选择性结构的便捷方法。在先前的工作中,其他类型的环加成物以及该方法的机械方面均未得到充分解决。
1引言
2 [2 + 1]个环加成
2.1环丙烷化
2.1.1与亚甲基合成当量
2.1.2用取代的类胡萝卜素
2.2环氧化
2.3叠氮化
3 [2 + 2]环加成
4 [3 + 2]环加成
4.1使用氧化腈
4.2与重氮烷
4.3与亚硝基
4.4含甲亚胺叶立德
5 [4 + 2]环加成
6 [4 + 3]环加成
7结论与展望