Issue 9, 2013
From the journal:

Chemical Communications

Quinine-thiourea catalyzed enantioselective hydrophosphonylation of trifluoromethyl 2(1H)-quinazolinones†

Hexin Xie,ab   Aiguo Song,a   Xinshuai Zhang,a   Xiaobei Chen,a   Hao Li,b   Chunquan Sheng*c  and  Wei Wang*ab  

* Corresponding authors

a Department of Chemistry and Chemical Biology, University of New Mexico, MSC03 2060, Albuquerque, NM 87131-0001, USA
E-mail: wwang@unm.edu
Fax: +1 505-277-2609

b School of Pharmacy, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, China

c Department of Medicinal Chemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, P. R. China
E-mail: shengcq@hotmail.com
Fax: +86 21-64252584
Tel: +86 21-64252584

Abstract

An organocatalytic enantioselective addition reaction of cyclic ketoimines with phosphites has been developed for the first time. The process, catalyzed by Soós' quinine thiourea, affords synthetically and medicinally interesting enantioenriched trifluoromethyl dihydroquinazolinones in high yields and with high enantioselectivities.

Graphical abstract: Quinine-thiourea catalyzed enantioselective hydrophosphonylation of trifluoromethyl 2(1H)-quinazolinones

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/C2CC38097H
Article type
Communication
Submitted
08 Nov 2012
Accepted
10 Dec 2012
First published
12 Dec 2012

Chem. Commun., 2013,49, 928-930

Permissions

Request permissions

Quinine-thiourea catalyzed enantioselective hydrophosphonylation of trifluoromethyl 2(1H)-quinazolinones

H. Xie, A. Song, X. Zhang, X. Chen, H. Li, C. Sheng and W. Wang, Chem. Commun., 2013, 49, 928 DOI: 10.1039/C2CC38097H

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