Issue 3, 2015
From the journal:

Organic Chemistry Frontiers

Enantioselective synthesis of bicyclo[2.2.2]octane-1-carboxylates under metal free conditions†

Ying-Zi Li,a   Jie Wang,a   Wang-Bin Sun,ab   Yi-Fan Shan,a   Bing-Feng Sun,*a   Guo-Qiang Lin*a  and  Jian-Ping Zoub  

* Corresponding authors

a Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China
E-mail: bfsun@sioc.ac.cn, lingq@sioc.ac.cn

b Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry and Chemical Engineering, Soochow University, Suzhou, Jiangsu 215123, China

Abstract

A new tandem reaction was realized that permits rapid access to a wide range of bicyclo[2.2.2]octane-1-carboxylates in good to excellent yields with excellent enantioselectivities under metal free, mild, and operationally simple conditions. An open transition state was deemed operative in this highly enantioselective process mediated by an organic base.

Graphical abstract: Enantioselective synthesis of bicyclo[2.2.2]octane-1-carboxylates under metal free conditions

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/C4QO00311J
Article type
Research Article
Submitted
26 Nov 2014
Accepted
28 Jan 2015
First published
29 Jan 2015

Org. Chem. Front., 2015,2, 274-278

Author version available

Download author version (PDF)

Permissions

Request permissions

Enantioselective synthesis of bicyclo[2.2.2]octane-1-carboxylates under metal free conditions

Y. Li, J. Wang, W. Sun, Y. Shan, B. Sun, G. Lin and J. Zou, Org. Chem. Front., 2015, 2, 274 DOI: 10.1039/C4QO00311J

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