Issue 9, 2014
From the journal:

Chemical Society Reviews

[2+2+1] Cyclization of allenes

S. Kitagaki,†a   F. Inagakia  and  C. Mukai*a  

* Corresponding authors

a Division of Pharmaceutical Sciences, Graduate School of Medical Sciences, Kanazawa University, Kakuma-machi, Kanazawa 920-1192, Japan
E-mail: mukai@p.kanazawa-u.ac.jp
Fax: +81 76 234 4410
Tel: +81 76 234 4411

Abstract

The [2+2+1] cyclization of an alkyne, an alkene and carbon monoxide, i.e., the Pauson–Khand reaction, is one of the most powerful tools for constructing a five-membered ring. In place of the alkene or alkyne part, the use of an allene functionality has proven to make this reaction more valuable for organic synthesis. This review focuses on the origin and progress of the allenic [2+2+1] cyclocarbonylation, including the chirality transfer of the allene and its synthetic applications.

Graphical abstract: [2+2+1] Cyclization of allenes

About
Cited by
Related
Download options Please wait...

Article information

DOI
https://doi.org/10.1039/C3CS60382B
Article type
Review Article
Submitted
28 Oct 2013
First published
11 Feb 2014

Chem. Soc. Rev., 2014,43, 2956-2978

Permissions

Request permissions

[2+2+1] Cyclization of allenes

S. Kitagaki, F. Inagaki and C. Mukai, Chem. Soc. Rev., 2014, 43, 2956 DOI: 10.1039/C3CS60382B

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements