Issue 31, 2015
From the journal:

Organic & Biomolecular Chemistry

Cascade rearrangement of furylcarbinols with hydroxylamines: practical access to densely functionalized cyclopentane derivatives†

Gesine K. Veits,‡a   Donald R. Wenz,‡a   Leoni I. Palmer,a   André H. St. Amant,a   Jason E. Heinb  and  Javier Read de Alaniz*a  

* Corresponding authors

a Department of Chemistry and Biochemistry, University of California, Santa Barbara, Santa Barbara, CA 93106-9510, USA
E-mail: javier@chem.ucsb.edu
Fax: (+)805-893-4120

b Chemistry and Chemical Biology, University of California, Merced, Merced, CA 95343, USA

Abstract

This article describes the aza-Piancatelli rearrangement with hydroxylamines to 4-aminocyclopentenones and subsequent transformations that highlight the versatility of the cyclopentene scaffold and the value of the hydroxylamine nucleophile in this transformation.

Graphical abstract: Cascade rearrangement of furylcarbinols with hydroxylamines: practical access to densely functionalized cyclopentane derivatives

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/C5OB00944H
Article type
Paper
Submitted
09 May 2015
Accepted
02 Jul 2015
First published
08 Jul 2015

Org. Biomol. Chem., 2015,13, 8465-8469

Author version available

Download author version (PDF)

Permissions

Request permissions

Cascade rearrangement of furylcarbinols with hydroxylamines: practical access to densely functionalized cyclopentane derivatives

G. K. Veits, D. R. Wenz, L. I. Palmer, A. H. St. Amant, J. E. Hein and J. Read de Alaniz, Org. Biomol. Chem., 2015, 13, 8465 DOI: 10.1039/C5OB00944H

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