Issue 8, 2007
From the journal:

Chemical Communications

Controlled diastereoselectivity at the alkene-geometry through selective encapsulation: E-Zphotoisomerization of oxazolidinone-functionalized enecarbamates within hydrophobic nano-cavities†

Hideaki Saito,ab   J. Sivaguru,a   Steffen Jockusch,a   Joanne Dyer,a   Yoshihisa Inoue,bc   Waldemar Adamd  and  Nicholas J. Turro*ae  

* Corresponding authors

a Department of Chemistry, Columbia University, 3000 Broadway, Mail Code 3119, New York, NY, USA
E-mail: njt3@columbia.edu

b Department of Molecular Chemistry, Osaka University, 2-1 Yamada-oka, Suita, Japan

c Entropy Control Project, ICORP, JST, 4-6-3 Kamishinden, Toyonaka, Japan

d Institut für Organische Chemie, Universität Würzburg, D-97074 Würzburg, Germany, Facundo Bueso 110, Rio Piedras, PR, USA

e Department of Chemical Engineering, Columbia University, 3000 Broadway, Mail Code 3119, New York, NY, USA

Abstract

Photoisomerization of encapsulated Z-enecarbamates within the hydrophobic chiral cavities of γ-CD showed higher diastereoselectivities in the photoproducts than those obtained in solution. The selective encapsulation of the enecarbamates and the following isomerization process are both diastereoselectively controlled by γ-CD.

Graphical abstract: Controlled diastereoselectivity at the alkene-geometry through selective encapsulation: E-Zphotoisomerization of oxazolidinone-functionalized enecarbamates within hydrophobic nano-cavities

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/B609177F
Article type
Communication
Submitted
29 Jun 2006
Accepted
24 Oct 2006
First published
14 Nov 2006

Chem. Commun., 2007, 819-821

Permissions

Request permissions

Controlled diastereoselectivity at the alkene-geometry through selective encapsulation: E-Zphotoisomerization of oxazolidinone-functionalized enecarbamates within hydrophobic nano-cavities

H. Saito, J. Sivaguru, S. Jockusch, J. Dyer, Y. Inoue, W. Adam and N. J. Turro, Chem. Commun., 2007, 819 DOI: 10.1039/B609177F

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