Synthetic Approaches to Non-Tropane, Bridged, Azapolycyclic Ring Systems Containing Seven-Membered Carbocycles,Synthesis

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Synthetic Approaches to Non-Tropane, Bridged, Azapolycyclic Ring Systems Containing Seven-Membered Carbocycles
Synthesis ( IF 2.2 ) Pub Date : 2020-09-11 , DOI: 10.1055/s-0040-1707385
Daniel R. Griffith ₁ , Aaron H. Shoemaker

Affiliation

Dedicated in memory of Prof. Gilbert Stork

Abstract

This Short Review highlights various synthetic approaches to bridged azabicyclic ring systems containing seven-membered carbocyclic rings. Such ring systems are common to a number of biologically active natural products. The seven-membered ring in such systems is generally formed in one of four ways: 1) cyclization of an acyclic precursor; 2) ring expansion or rearrangement of a different ring size; 3) cycloaddition; and 4) use of a synthetic building block with the seven-membered ring already present. Representative examples of each approach from both total synthesis and methodological studies are discussed, with an emphasis on work published

in the last twenty years.

1 Introduction

2 Cyclization Reactions

3 Ring Expansions and Rearrangements

4 Cycloadditions

5 Strategies Involving Seven-Membered Ring Building Blocks

6 Conclusion

Publication History

Received: 01 July 2020

Accepted after revision: 14 August 2020

Publication Date:
11 September 2020 (online)

Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany

中文翻译：

包含七元碳环的非戊烷，桥连，氮杂多环系统的合成方法

专门为纪念Gilbert Stork教授

抽象

本简短评论重点介绍了包含七元碳环的桥连氮杂双环系统的各种合成方法。这种环系统是许多生物活性天然产物所共有的。在这样的系统中，七元环通常以以下四种方式之一形成：1）无环前体的环化；2）扩大或重新安排不同大小的戒指；3）环加成；和4）使用已经存在七元环的合成构件。讨论了来自全合成和方法学研究的每种方法的代表性实例，重点是已发表的工作

在过去的二十年中。

1引言

2个环化反应

3环网扩展和重新布置

4个环加成

涉及七元环构件的5个策略

六，结论