Issue 11, 2007
From the journal:

Chemical Society Reviews

Recent advances in the semi-pinacol rearrangement of α-hydroxy epoxides and related compounds

Timothy J. Snape*a  

* Corresponding authors

a Manchester Interdisciplinary Biocentre, University of Manchester, 131 Princess Street, Manchester, M1 7DN, UK
E-mail: tim.snape@manchester.ac.uk
Tel: +44 (0)161 306 5104

Abstract

The semi-pinacol rearrangement is fast becoming an extremely reliable reaction in organic synthesis allowing the rapid construction of relatively complex stereodefined products in high yield. Recent advances in asymmetric synthesis have also enabled enantiopure precursors to partake in the rearrangement showing that extremely high levels of stereospecificity are observed. In this critical review recent advances in the semi-pinacol rearrangement over the past 15 years are examined which demonstrate the extremely high utility of this reaction towards the development of structurally diverse organic building blocks (74 references).

Graphical abstract: Recent advances in the semi-pinacol rearrangement of α-hydroxy epoxides and related compounds

About
Cited by
Related
Download options Please wait...

Article information

DOI
https://doi.org/10.1039/B709634H
Article type
Critical Review
Submitted
26 Jun 2007
First published
30 Aug 2007

Chem. Soc. Rev., 2007,36, 1823-1842

Permissions

Request permissions

Recent advances in the semi-pinacol rearrangement of α-hydroxy epoxides and related compounds

T. J. Snape, Chem. Soc. Rev., 2007, 36, 1823 DOI: 10.1039/B709634H

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