Issue 87, 2013
From the journal:

Chemical Communications

Phosphazene-catalyzed intramolecular cyclization of nitrogen-tethered alkynyl esters†

Azusa Kondoh,a   Kenichi Andoa  and  Masahiro Terada*ab  

* Corresponding authors

a Department of Chemistry, Graduate School of Science, Tohoku University, Aoba-ku, Sendai 980-8578, Japan
E-mail: mterada@m.tohoku.ac.jp
Fax: +81-22-795-6602
Tel: +81-22-795-6602

b Research and Analytical Center for Giant Molecules, Graduate School of Science, Tohoku University, Aoba-ku, Sendai 980-8578, Japan

Abstract

Intramolecular cyclization of nitrogen-tethered alkynyl esters catalyzed by phosphazene organosuperbases P2-tBu and P4-tBu was investigated. Both acyclic and cyclic substrates underwent 5-exo-dig and 5-endo-dig cyclization. This reaction is a rare example of the intramolecular addition of enolates of simple esters to alkynes.

Graphical abstract: Phosphazene-catalyzed intramolecular cyclization of nitrogen-tethered alkynyl esters

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/C3CC46100A
Article type
Communication
Submitted
09 Aug 2013
Accepted
10 Sep 2013
First published
10 Sep 2013

Chem. Commun., 2013,49, 10254-10256

Permissions

Request permissions

Phosphazene-catalyzed intramolecular cyclization of nitrogen-tethered alkynyl esters

A. Kondoh, K. Ando and M. Terada, Chem. Commun., 2013, 49, 10254 DOI: 10.1039/C3CC46100A

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